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Star Collector: Lovely Leewards

Feb 14, 2028 — Feb 28, 2028

Starting from

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SAN JUAN → SAN JUAN

14 Nights on Star Legend

Whether you’re passionate about swimming among undersea wildlife or the intricate cultures and intertwined European histories of the Leeward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands. Stare in wonder at the glow from miniscule bioluminescent organisms stirred by your kayak paddle during a tour of the Fajardo Bio Bay nature reserve near San Juan. Master the art of cooking with distinct spices like nutmeg, cloves and allspice in authentic Caribbean cuisine while taking direction from a highly-skilled native chef in Philipsburg. This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend more time exploring the Windward Islands overlooked by other cruise lines.

Map routes may vary by sailing. Actual itineraries are listed below.
1
FEB 14, 2028
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

2
FEB 15, 2028
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

3
FEB 16, 2028
Philipsburg, St. Maarten
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

4
FEB 17, 2028
Gustavia
ARRIVE
7:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

5
FEB 18, 2028
Basseterre
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
7

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean's small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

Available Excursions

Basseterre

Time
8:30 AM
Duration
3.25 Hours
Activity Level
Easy-Moderate

Add during booking

$89

Basseterre

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy

Add during booking

$99

Basseterre

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$99

Basseterre

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$129

Basseterre

Time
8:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$139

Basseterre

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Moderate

Add during booking

$69

Basseterre

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$139

6
FEB 19, 2028
Jost Van Dyke, Great Harbour
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

7
FEB 20, 2028
Virgin Gorda / Prickly Pear, British Virgin Islands
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
2

The  beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns

Available Excursions

Virgin Gorda / Prickly Pear, British Virgin Islands

Time
8:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$299

Virgin Gorda / Prickly Pear, British Virgin Islands

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$99

8
FEB 21, 2028
San Juan
ARRIVE
7:00 AM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

9
FEB 22, 2028
AT SEA
10
FEB 23, 2028
St. George's
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
8

Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

Available Excursions

St. George's

Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$289

St. George's

Time
9:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$69

St. George's

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99

St. George's

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$89

St. George's

Time
9:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$119

St. George's

Time
9:30 AM
Duration
2 Hours
Activity Level
Moderate-Strenuous

Add during booking

$119

St. George's

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous

Add during booking

$109

St. George's

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$79

11
FEB 24, 2028
Bequia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
6

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

Available Excursions

Bequia

Time
10:00 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$169

Bequia

A boat excursion to the exclusive island of Mustique for beach time, shopping, and a waterfront lunch at the famous Basil's Bar.

Time
10:00 AM
Duration
6 Hours
Activity Level
Moderate

Add during booking

$299

Bequia

Time
10:00 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$109

Bequia

A guided walking and culinary tour through Bequia's waterfront restaurants, sampling authentic Caribbean dishes and cocktails.

Time
10:00 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate

Add during booking

$149

Bequia

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Easy-Moderate

Add during booking

$89

Bequia

A scenic powerboat cruise along Bequia's coastline with a snorkeling stop at Petit Nevis.

Time
10:00 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$129

12
FEB 25, 2028
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no airports, no banks, and only one small village (Old Wall) perched on a hillside.

13
FEB 26, 2028
Les Saintes
ARRIVE
10:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
0

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

14
FEB 27, 2028
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found.  Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.

15
FEB 28, 2028
San Juan
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Star Legend

number of decks
6 Decks
yacht length
522 ft (159 meters)
yacht crew size
200 Crew Members
yacht guest capacity
312 Guests
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Staterooms

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

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Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

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Room Size 468 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities
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Available Dates

Date Yacht
Starting from
Actions
Nov 8 (Sun) – Nov 22 (Sun), 2026November 8 (Sun) – November 22 (Sun), 2026Star Pride
Nov 15 (Sun) – Nov 29 (Sun), 2026November 15 (Sun) – November 29 (Sun), 2026Star Pride
Starting price not available
Nov 22 (Sun) – Dec 6 (Sun), 2026November 22 (Sun) – December 6 (Sun), 2026Star Pride
Nov 29 (Sun) – Dec 13 (Sun), 2026November 29 (Sun) – December 13 (Sun), 2026Star Pride
Dec 6 (Sun) – Dec 20 (Sun), 2026December 6 (Sun) – December 20 (Sun), 2026Star Pride
Dec 13 (Sun) – Dec 27 (Sun), 2026December 13 (Sun) – December 27 (Sun), 2026Star Pride
Dec 20 (Sun) – Jan 3 (Sun), 2027December 20 (Sun) – January 3 (Sun), 2027Star Pride
Dec 27 (Sun) – Jan 10 (Sun), 2027December 27 (Sun) – January 10 (Sun), 2027Star Pride
Starting price not available
Jan 3 (Sun) – Jan 17 (Sun), 2027January 3 (Sun) – January 17 (Sun), 2027Star Pride
Nov 1 (Mon) – Nov 15 (Mon), 2027November 1 (Mon) – November 15 (Mon), 2027Star Pride
Nov 8 (Mon) – Nov 22 (Mon), 2027November 8 (Mon) – November 22 (Mon), 2027Star Pride
Nov 15 (Mon) – Nov 29 (Mon), 2027November 15 (Mon) – November 29 (Mon), 2027Star Pride
Dec 20 (Mon) – Jan 3 (Mon), 2028December 20 (Mon) – January 3 (Mon), 2028Star Legend
Dec 27 (Mon) – Jan 10 (Mon), 2028December 27 (Mon) – January 10 (Mon), 2028Star Legend
Jan 3 (Mon) – Jan 17 (Mon), 2028January 3 (Mon) – January 17 (Mon), 2028Star Legend
Jan 10 (Mon) – Jan 24 (Mon), 2028January 10 (Mon) – January 24 (Mon), 2028Star Legend
Jan 17 (Mon) – Jan 31 (Mon), 2028January 17 (Mon) – January 31 (Mon), 2028Star Legend
Jan 24 (Mon) – Feb 7 (Mon), 2028January 24 (Mon) – February 7 (Mon), 2028Star Legend
Jan 31 (Mon) – Feb 14 (Mon), 2028January 31 (Mon) – February 14 (Mon), 2028Star Legend
Feb 7 (Mon) – Feb 21 (Mon), 2028February 7 (Mon) – February 21 (Mon), 2028Star Legend
Mar 13 (Mon) – Mar 27 (Mon), 2028March 13 (Mon) – March 27 (Mon), 2028Star Pride
Mar 20 (Mon) – Apr 3 (Mon), 2028March 20 (Mon) – April 3 (Mon), 2028Star Pride

Star Collector: Lovely Leewards

SAN JUAN → SAN JUAN

14 Nights on Star Legend

Feb 14, 2028 — Feb 28, 2028

Whether you’re passionate about swimming among undersea wildlife or the intricate cultures and intertwined European histories of the Leeward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands. Stare in wonder at the glow from miniscule bioluminescent organisms stirred by your kayak paddle during a tour of the Fajardo Bio Bay nature reserve near San Juan. Master the art of cooking with distinct spices like nutmeg, cloves and allspice in authentic Caribbean cuisine while taking direction from a highly-skilled native chef in Philipsburg. This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend more time exploring the Windward Islands overlooked by other cruise lines.

1
FEB 14, 2028
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

2
FEB 15, 2028
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

3
FEB 16, 2028
Philipsburg, St. Maarten
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

4
FEB 17, 2028
Gustavia
ARRIVE
7:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

5
FEB 18, 2028
Basseterre
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
7

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean's small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

Basseterre, Brimstone Hill Fortress & Fairview Great House

On this tour, you will enjoy an overview of the capital of St. Kitts & Nevis and get an up-close look at the island's colonial splendor. Board your motor coach for the 30-minute drive with your guide into Basseterre, one of the oldest towns in the Eastern Caribbean. Admire impressive Victorian and Georgian architecture and view important landmarks such as the Berkeley Memorial Clock Tower and Independence Square, once a slave market and today host to a picturesque fountain and a centuries-old church. You will stop at the Fairview Great House and Tropical Garden. At this 300-year-old colonial property, you will explore perfectly preserved rooms, including the original kitchen with its volcanic stone and brick oven and the bathing room with its sun-warmed bath. Follow the stone bridge to the lush tropical botanical garden, where many of the plants such as palms and fruit trees date back as far as the 1700s. Then explore the 300-year-old Brimstone Fortress, perched 780 feet above sea level. This magnificent structure is the second largest of its type in the entire Western Hemisphere and is one of the best preserved. This Gibraltar of the West Indies is a UNESCO World Heritage Site and more battles were fought here than at any other single site in British and French naval history. Its spectacular panoramic views include part of the Kittitian coastline, countryside and five neighboring islands. Please note : This tour is not wheelchair accessible.

Port
Basseterre
Time
8:30 AM
Duration
3.25 Hours
Activity Level
Easy-Moderate

Add during booking

$89 USD

Basseterre, Concierge Collection: Caribbean Cooking, History & Folklore in St. Kitts

A unique culinary experience! You may have previously enjoyed the exotic flavors of West Indian cooking, but do you know the actual ingredients of the dishes or their history? Regardless of whether you are a seasoned cook or just a lover of tasty cuisine, this demonstration will appeal to you. After a short drive you will arrive at Fairview Great House & Tropical Garden. Enjoy regional dishes prepared before your eyes . As ingredients are added, the historian cook will recount tales about the history of the regional foods, and talk about the development of dishes that use African, European, and Indian cooking methods. Then you will sample the dishes along with homemade refreshments. Explore the Fairview Great House & Botanical Garden. You may also choose to meander through the different areas of the beautifully landscaped 2.5-acre botanical garden at your leisure. Complimentary copies of the recipes of the dishes prepared during your tour will be yours to take home as a souvenir of your unique experience in St. Kitts. Please note : Due to the limited space available on this tour, it will sell out quickly.

Port
Basseterre
Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy

Add during booking

$99 USD

Basseterre: Snorkel Safari

Experience the pleasure of snorkeling at several sites that are abundant with tropical fish and coral life . There will be a short 10-minute walk from the pier to the marina where your boat awaits. Then you will cruise the island's pristine southeast peninsula, inhabited by the shy green vervet monkey. Snorkeling opportunities  features a total of two snorkeling stops. Marine life varies but you may see: turtles, eagle rays and stingrays, schools of saltwater chub, snapper, angel fish, parrot fish, squirrel fish, and sand sharks. Many virgin reefs and extensive soft corals, fans, and sponges make up the reef life. Thirst-quenching non-alcoholic drinks, local beer and water will be provided. Please note : Wear your swimsuit under your clothing and bring a towel. Your waiver release form must be signed and medical conditions must be disclosed. Access to and from the water is done by a ladder on the side of the boat.

Port
Basseterre
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$99 USD

Basseterre: Sky Safari Zipline Adventure

Fly along zip lines up to 1,400 feet in length, 25 stories above the ground! This is a spectacular 5-line zip line journey based at the Historic Wingfield Estate . After a short orientation, training session, and riding the first (trainer) line, you will hop into vehicles for a trek up the famous Valley of the Giants . You will see fantastic panoramic views of Brimstone Hill Fortress, Old Road Village , former sugar estates, the Caribbean Sea, and Mount Liamuiga. With a mile of zip lines you will soar at speeds up to 50 miles per hour . Thanks to the cutting edge technology of this system you will fly hands and feet free, just like a bird. All you have to do is sit back, and enjoy the experience! You will also be given an opportunity to walk around the Wingfield Estate Ruins. View the first British masonry in the entire New World as well as the remnants of the different methods of processing sugar which are all on site.

Please note : This tour is not available for guests who are pregnant, have a heart condition or serious medical condition, previous neck or back injuries. To participate on this tour guests must wear closed-toe shoes, weigh at least 60 pounds but no more than 275 pounds and sign a waiver. Any guests wishing to bring along personal items will have the option to leave items at the base and rent a locker to store them in. Price per locker is $5 US and payable directly to the Sky Safari facility.

Port
Basseterre
Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$129 USD

Basseterre, Nevis Panoramic and Beach Tour

Experience the Best of St Kitts and Nevis when you choose this relaxing tour that includes an exhilarating boat ride, a panoramic island tour of Nevis crammed with spectacular views and historical interests, and a luxury beach break. You will board your fast and comfortable power catamaran and head to the beautiful island of Nevis, known in colonial days as the Queen of the Caribbean. Once in Nevis, you will board an air-conditioned van for a panoramic tour of the island, with its lush tropical vegetation and the spectacular vistas of the Caribbean Sea. You will pause for a photo stop at Hamilton House , the birthplace of the United States' first Secretary of the Treasury, Alexander Hamilton. The building is currently used as a museum and hosts the meetings of the Nevis House of Assembly. Your guide will point out interesting landmarks along the way, and you will have an opportunity to visit St. Thomas Lowland Church, built in 1643, the oldest Anglican Church in the Caribbean, where you will see spectacular views back to St Kittts. Visit Fort Charles, where a battle between the French and Europeans took place; the Europeans lost to the French, and Nevis temporarily became a French territory. Next, your guide will take you through quaint villages to the sands of Pinney's Beach for a Caribbean-style lunch served at a beach-side restaurant. Enjoy delicious rum or fruit punch, as well as an included beach chair and shared umbrella .Perhaps take a refreshing dip in the blue Caribbean Sea. When it is time to reboard your catamaran for the return journey to Basseterre, you will board straight from the beach Please note: Dress in comfortable, casual clothing, bring a towel, your swimsuit and sunscreen. Lunch is included on this tour.

Port
Basseterre
Time
8:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$139 USD

Basseterre, Island History & Rum Tasting

Your tour will begin with a narrated drive around historic Basseterre, one the oldest towns in the Eastern Caribbean. You will view Victorian and Georgian style architecture, important monuments such as the Berkeley Memorial Clock Tower, Independence Square (once a former slave market) with its prominent fountain and impressive centuries-old Catholic Co-Cathedral across the street. See the newly restored Fairview Great House & Botanical Garden. Here you will enjoy a guided tour around the Great House, which is believed to have been originally built in 1701 by the French. The inhabitants who have been recorded to reside here include American legal luminary John Gardiner and Lawyer James Stephen -advocate of the enslaved. The rich history of the site and the island is well displayed with its superbly furnished historical information room that brings to life the 1700s - 1800 with true impressions of what life was like on an Estate in St. Kitts during that era. From the cobblestone courtyard view the original kitchen building with its volcanic stone and brick oven; the original bathing room with its large sun warmed volcanic stone bath; the stone bridge leading from the rear veranda of the Great House to the rear area of the tropical botanical garden. While in the courtyard don't forget to wander into the old stone cellar where you will find a slavery exhibit. This self guided exhibit provides a glimpse of the African-Caribbean slavery story which began in Africa. The experience includes details of the journey through the Middle Passage to the Caribbean. Learn about the life of the slaves on the plantation during the pre and post emancipation period. You will be given the opportunity to taste several flavors of rum, hear the history of where rum came from in the Caribbean and how Caribbean people made their own rum. Hear stories of when the Irish settled on St. Kitts and the rum legacies they left and how and where rum drinking has evolved on the island. After your rum tasting experience, take time to wander in the 2 1/2 acre Botanical Garden. Don't forget to peek inside the gift shop and pick up some keepsakes that will remind you of this unique experience for years to come. Please note: Bring your camera, cash, credit card, sunscreen, sunglasses, and hat.

Port
Basseterre
Time
8:30 AM
Duration
2.5 Hours
Activity Level
Moderate

Add during booking

$69 USD

Basseterre: St Kitts Quad ATV Adventure

Here is a unique way to experience the Caribbean! This exciting exploration will begin with a transfer from the dock to the Quad Bike (ATV) base. After an introduction and full orientation on the use of the bikes and safety precautions, you will be ready to mount the four-wheel ATV bikes for a wildly exhilarating adventure. Your experienced guide will lead you on a thrilling ride through cane fields and down country dirt tracks and up scenic slopes with views of neighboring islands. On the way you may also be able to taste local fruits in season. Then it will be time once more to get back on the bikes and return to the tour base. Enjoy a cool drink before you will be transferred back to the pier. Please note : You will be provided with a helmet. This tour is not recommended for those with mobility issues or back problems as you will be traveling off road over hilly and bumpy terrain. You will be required to sign a waiver to participate on this tour. Maximum weight is 250 lbs.

Port
Basseterre
Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$139 USD

6
FEB 19, 2028
Jost Van Dyke, Great Harbour
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

7
FEB 20, 2028
Virgin Gorda / Prickly Pear, British Virgin Islands
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
2

The  beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns

Virgin Gorda: Snorkel Adventure

Board a 36-foot Newton Dive Special vessel for a fun and relaxing cruise through the islands surrounding Virgin Gorda. Motor across the stunning Virgin Gorda waters with views of neighboring islands. The boat will moor at your first snorkel spot, chosen by the Captain as the best location for the day. The crew will assist with getting your snorkel gear ready, give a safety briefing and guide you in the water while pointing out interesting sea life. Once back on board, the Captain will pick out a second snorkel spot for you to enjoy. The tour will end with refreshments on board and a cruise back to shore in time for your beach barbecue. Please note: wear your swimsuit under your clothes, bring a towel, a dry t-shirt or sweatshirt, reef friendly sunscreen, waterproof camera (if you want to record the boulders ashore), and a hat. Participants must sign a waiver before departing the dock. Depending on weather and sea state the snorkel locations might have to be adjusted. Minimum age is 7 years. The only way to experience this natural wonder is with our pre- arranged shore excursion being offered onboard.

Port
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

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$299 USD

Virgin Gorda: Highlights & Bath Tour

Enjoy the best that Virgin Gorda has to offer when you take this Island Tour to the world famous Baths. Board your open air safari bus at Gun Creek and wind up the hills to Gorda Peak where you will have the opportunity to photograph the impressive archipelago of the B.V.I. Your route will take you on down the spine of this beautiful island. From here you will drive to The Baths. These massive granite boulders stand out against powdery white sand and crystal-clear waters, so seize this chance to scramble through narrow gaps, intricate pools and passages which comprise this adventurous footpath before it opens out to the spectacular white sands of Devil's Bay. The beach at The Baths boasts an appealing bar, souvenir stand and restrooms. For those not physically inclined, you can still be witness to these dramatic batholiths should you take a drink at the Top of The Baths, or the less strenuous path direct down to Devils Bay. Before boarding the safari busses, sample a complimentary rum punch, punch or water at the gazebo above the Baths, and then enjoy the remainder of your circular island tour via Nail Bay with homes of the rich and famous and Hog's Heaven for some stunning shots of the ship anchored in North Sound. Please note : Wear your swimsuit under your clothes, bring reef-friendly sun screen, towel, camera, reef or aqua shoes to explore the Baths, flip-flops are not recommended. This tour is not recommended for those with mobility issues. Use caution while walking down the trail and through the boulders in the caves. Path is uneven and slippery. On some days expect crowds. Please be aware of the National Flag Warning System and adhere to it at all times. Red Flag: Danger - No Swimming. Yellow Flag: Caution - Weak swimmers are discouraged from entering the water. Purple Flag: Jellyfish Warning. The only way to experience this natural wonder is with our pre- arranged shore excursion being offered onboard.

Port
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

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$99 USD

8
FEB 21, 2028
San Juan
ARRIVE
7:00 AM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

9
FEB 22, 2028
AT SEA
10
FEB 23, 2028
St. George's
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
8

Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

St. George's, Discover Scuba

Port
St. George's
Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate

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$289 USD

St Georges, Spice of Our Lives

Your journey will begin at the pier where you'll board your air-conditioned coach and enjoy a scenic drive through the capital of St. George's en route to De La Grenade Industries, where you can sample delicious products, such as jams, jellies and nutmeg syrup. Their prize-winning nutmeg liqueur and rum punch are not to be missed. Next head to Laura Herb and Spice Garden, an amazing botanical garden that grows herbs and spices used for medicinal remedies. Tour the grounds and discover the cornucopia of trees, herbs and spices grown here. The guide will accompany you along the garden path lined with nutmeg shells for an educational tour. You'll have time afterwards to explore the gift shop just before continuing on to Grenada Distillers. You will be welcomed at Grenada Distillers by friendly and knowledgeable guides who will explain the history and all the different processes and stages of making their fine rum from a factory that has been in operation since 1937. After the tour, you will be invited to sample their award-winning rums at the sample bar. From the Grenada Distillers you will drive back to the port. Please note: Wear comfortable walking shoes.

Port
St. George's
Time
9:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

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$69 USD

St. Georges, Fort Frederick Rainforest & Waterfall

Your sightseeing adventure begins with a scenic drive through St. George's, the capital of Grenada, as you make your way to Fort Frederick. This 18th-century fortress, perched atop Richmond Hill, offers stunning panoramic views of St. George's harbor. Built originally by the French in 1779 and completed by the British in 1791, during the French Revolution, Fort Frederick is a striking stone quadrangle with bastions at each corner. Next, visit Annandale Waterfall, where a short yet steep walk leads you into a lush green paradise. The waterfall, framed by hanging ferns and a variety of local flowering and medicinal plants, is a true natural gem. Your final stop is Grand Etang National Park, where you'll enjoy a complimentary beverage while taking in the breathtaking views of the lake nestled in the crater of an extinct volcano. The park's stunning scenery offers an opportunity to witness the rich biodiversity of the rainforest, and with a bit of luck, you might even spot the Mona Monkey, which has made this area its home. Please note that the Fort Frederick visit is not suitable for guests with limited mobility, as it is not wheelchair accessible. The tour sequence may vary, and one complimentary drink per person is included. It is recommended that guests bring a bottle of water from the ship.

Port
St. George's
Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate

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$99 USD

St. Georges, Clear Bottom Kayaking

Have you ever wondered what the underwater would look like but you can't snorkel or SCUBA dive? Well now you can, with Grenada's newest underwater adventure. You will discover what the underwater looks like in a "sit on top" double clear bottom kayak. The journey takes 15 minutes from the port to your starting point at Grand Mal Bay , next to the newly refurbish building formerly known as Sunset View Restaurant , on the West Coast. There you will board your kayak and begin your fantastic journey over the Grand Mal coral reefs, down to Cherry Hill. After 1 1/4 hours you will return to the Kayak house where you will recover from the wonders of the underwater world, with a swim in the calm bay, and a complimentary drink at the bar (rum punch, local beer, local fruit juice, soft drink or water) before you will be returned to the pier. Please note : Bring your swimsuit and towel, sunscreen and a hat and/or sunglasses. Guests will be required to sign a waiver to participate on this tour. Minimum age is 8 years old and maximum weight is 250 lbs.

Port
St. George's
Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

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$89 USD

St. Georges, Izzie's Great House Discovery

The Tower Estate is a unique property that is known as the Downton Abbey of Grenada. This estate has been the home of the Slinger Family since the mid 1940's and is a beautiful 107-year-old historic Victorian-style great house that sits atop a small peak in the Parish of St. George. It boasts a 1-1/2-acre lush tropical ornamental flower garden, surrounded by flowering trees, shrubs, vegetables, fruit trees and the island's world-famous array of spices. The magnificent stone and wood building features mahogany ceilings, hand-crafted paneled walls, furnished with period antiques, reminiscent of yesteryear and adorned with a unique collection of maps and prints that hold the keys to rich, historical stories of Grenada. Your tour will include a tour of the garden and the house where you will enjoy light snacks that will include Grenada's famous chocolate and incredible blue tea. Please note : Wear comfortable walking shoes. This tour is not recommended for guests with mobility issues due to the garden visit and the amount of time spent standing.

Port
St. George's
Time
9:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

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$119 USD

St. Georges, Powerboat & Snorkeling at the Statues Park *

You will be collected from the jetty next to your yacht's dock. Climb aboard the twin engine powerboat and enjoy a fun adventure. After a short safety briefing you will head north along Grenada's sheltered western coast. During your tour you will learn about the Spice Isle and also information on the ecology, wildlife, geography and local history of Grenada. The boat will stop for approximately 40 minutes so snorkelers can explore with a guide the world-famous underwater sculpture park of Grenada now listed as one of the Top 25 Wonders of the World by National Geographic . Non-snorkelers are free to stay on board with your captain. After the snorkel enjoy a local juice before zooming off for another hour of fun, exploring, and great photo opportunities. Your tour will visit the historic town of St. Georges where you cruise the protected inner harbor of one of the prettiest towns in the Caribbean, before one last blast back to the dock to disembark. Please note : Wear a swimsuit; bring a towel and adequate sun protection. A liability waiver is required. Itinerary and snorkel site are subject to change due to sea and weather conditions. The minimum age to participate is 8 years old. This tour is not recommended for pregnant women. Snorkelers should be able to swim. Maximum weight 275 lbs.

Port
St. George's
Time
9:30 AM
Duration
2 Hours
Activity Level
Moderate-Strenuous

Add during booking

$119 USD

St. Georges, Sailing Cruise to the Statue Park

Travel along Grenada's picturesque coastline aboard a spacious, 65-foot catamaran sloop designed and built specifically for day charters cruises. Step aboard and you'll embark on a journey that will showcase the picturesque island and all the beauty of Grenada's west coast with stops at the underwater sculpture park and Mango Bay. From St. George's harbor, you will sail north along Grenada's west coast to stop and discover the underwater sculpture park of Grenada in their Marine Protected Area. These statues are sympathetically located to enhance the reef, making natural use of its varied topography of craggy gullies and sun-dappled sandy patches. Then you will sail to Mango Bay Beach for a second stop before a one hour sailing back to the cruise terminal. Please note : Unlimited beverages are provided throughout, including rum punch, juices, and mineral water. Half of the boat has shade. You must walk in ankle-deep water to (dis)embark the boat. Wear aqua shoes and your swimsuit under your clothing, bring a towel, sunscreen, and a hat. Mask, snorkel, and snorkel vest are provided (No fins). Rum punch will be served only after the snorkeling.

Port
St. George's
Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous

Add during booking

$109 USD

St. Georges, Adventure River Tubing

The Balthazar River nestled in an exotic tropical rainforest is fed from sources deep in the island's interior. Here is your opportunity to have a thrilling river tubing experience on what is known locally as the "Great River." You will take a 45-minute journey from St. George's through the scenic hilly interior of the Grand Etang Rainforest Reserve to the Balthazar Estate. Your arrival will be followed by a safety briefing before you'll be equipped with a life vest, modified inner tube, and a paddle. You will be accompanied by guides as you gently spin and swirl in the river currents . Marvel at the exotic views of tropical vegetation and wildlife as your thrilling river ride progresses. Several pools along the way provide the perfect opportunity to catch your breath. Finally sample a much-deserved rum punch or local fruit juice. All too soon, it's time to return to the ship. Please note : River levels vary according to the amount of rainfall and may affect operation of the tour. Wear your swimsuit and bring along a towel and water shoes. Participants need to be physically fit and there is a weight limit of 230 lbs.

Port
St. George's
Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate

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$79 USD

11
FEB 24, 2028
Bequia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
6

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

Bequia, Concierge Collection: Rum Tasting at Firefly Plantation

Enjoy a peaceful ride on board an open back safari type jeep where the refreshing island breeze is sure to relax you. As you journey to the Firefly Plantation, take in the wonderful green landscape and beautiful island vibes. Your experience at the Firefly Plantation begins with an introduction and educational estate walk through the grounds that are abundant with fruit trees, you will have the opportunity to sample some of the locally grown fruits. After your estate walk, refresh and cool down with a complimentary cold towel and infused water. Then, take a spot at the bar; here you will be greeted by an enthusiastic bartender, who will introduce your taste buds to a variety of flavors from locally made rums, 2 dark rums and 1 light rum . While tasting and enjoying these rums, a brief history will be given on each rum along with facts about the rums and the ingredients used. Local bar snack will be served as a pairing with the rum tasting. At the end of this one-of-a-kind experience, you get to take home your own mini rums along with a recipe card so you can make your own drinks at home.

Port
Bequia
Time
10:00 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$169 USD

Bequia, Mustique Magic with Lunch

Escape to Mustique, the legendary 1,400-acre hideaway long favored by royalty and celebrities seeking privacy amid its lush valleys, coral reefs, and pristine beaches. The journey begins with a coastal cruise from Bequia, during which your guide points out the island's storied homes and history as you make your way across the channel (guests should be prepared to get a little wet along the way). Once ashore, enjoy free time to wander the charming streets of Britannia Bay, browse its boutiques, pick up a sweet treat, or take a swim and snorkel at the nearby beach. Around midday, settle in for a leisurely lunch at the world-famous Basil's Bar, a waterfront institution serving Caribbean and American fare alongside soft drinks, bottled water, or fresh fruit juice (note: no alcohol is served on board the boat, per cruise line policy). After lunch, there's more time to explore the island's small-town charm before cruising back toward Bequia, with one final stop at Princess Margaret Beach for a refreshing swim before returning to port.

Port
Bequia
Time
10:00 AM
Duration
6 Hours
Activity Level
Moderate

Add during booking

$299 USD

Bequia, Bequia Fort & Lower Beach Getaway *

Enjoy a scenic drive from the port to Fort Hamilton where there are beautiful views of the harbor of Port Elizabeth. A wonderful location to take memorable pictures of your visit. Then you will drive to Lower Bay Beach where you will get a beach chair and choice of a local rum punch, local beer or soft drink (juice). Relax on the beach, take a swim and enjoy a few hours relaxing in the sun until it is time to return to the port. Please note: Bring your swimsuit, local currency, sunscreen, a hat, and towels.

Port
Bequia
Time
10:00 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$109 USD

Bequia, Taste of Bequia

Discover the vibrant flavors of Bequia on this unforgettable culinary journey that pairs stunning island scenery with authentic Caribbean cuisine. The tour begins with a scenic open-back vehicle ride to the Plantation Restaurant and Hotel, where guests enjoy a delicious sampling of a local island brunch overlooking the sparkling Caribbean Sea. From there, stroll the picturesque cobblestone waterfront boardwalk to Fig Tree Restaurant, where traditional dishes from St. Vincent & the Grenadines await along with a hands-on demonstrative and  food experience. Continue to Whaleboner's Waterfront Restaurant and Bar to sample various local appetizers and local favorites like mini coconut doughboys and ducana, paired with fresh seasonal fruit juices. The tour concludes at Frangipani Restaurant and Bar near the port, where guests sip on signature Caribbean cocktails — including Mango, Passion Fruit, Golden Apple, and the famous Frangi Fever. Blending breathtaking views, cultural heritage, and mouthwatering local food, this walking tour is an essential experience for any food lover visiting Bequia.

Please note: menu items are based on seasonal availability and may vary; the tour departs promptly at its scheduled time to keep the program flowing smoothly. Order of tour stops may vary

Port
Bequia
Time
10:00 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate

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$149 USD

Bequia Highlights

Hop into the back of a covered safari-style jeep, the island's signature mode of transportation, and embark on an exciting tour of Bequia. Starting in the bustling town of Port Elizabeth, we'll drive towards Fort Hamilton, an historic fort perched 300 feet above sea level. From here, you'll enjoy panoramic views of Admiralty Bay and the surrounding area, while learning about the French cannons once used in their conflict with the British centuries ago. Next, we'll head to Mount Pleasant, where you can take in breathtaking views of charming local homes and the stunning bays that surround the island. Continuing along the scenic Atlantic coastline, we'll stop at Spring and visit the Firefly Plantation. Here, a guided tour will introduce you to the island's diverse fruit trees and lush vegetation. After exploring Bequia's highlights, we'll return to the harbor and head back to the ship, having experienced the island's natural beauty and rich history from a unique perspective. Please note : Bring sunscreen and wear comfortable walking shoes.

Port
Bequia
Time
8:30 AM
Duration
2.5 Hours
Activity Level
Easy-Moderate

Add during booking

$89 USD

Bequia Snorkel Adventure

Set sail from Port Elizabeth Harbour on a scenic coastal cruise that reveals the heart and history of Bequia. As you glide along the shoreline, your guide shares stories of the island's deep-rooted heritage in fishing and traditional boat building — a craft still practiced here today. The first stop is the curious Moon Hole, where cliffside architecture built into the island's volcanic rock has drawn comparisons to something out of The Flintstones. Continue cruising past the airport and the local fish market, with Mustique visible on the horizon, before arriving at Petit Nevis — a former whaling station turned idyllic swimming and snorkeling spot. Slip into the clear Caribbean waters (snorkel vests and gear provided) to explore the reef at your own pace. On the return leg, cruise past two of Bequia's most beloved beaches, Lower Bay and Princess Margaret Beach, for a final look at the island's natural beauty before returning to harbor.

Port
Bequia
Time
10:00 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$129 USD

12
FEB 25, 2028
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no airports, no banks, and only one small village (Old Wall) perched on a hillside.

13
FEB 26, 2028
Les Saintes
ARRIVE
10:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
0

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

14
FEB 27, 2028
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found.  Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.

15
FEB 28, 2028
San Juan
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.