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Ocean Crossing

Dec 6, 2027 — Dec 20, 2027

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Complimentary All-In Package

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CADIZ → SAN JUAN

14 Nights on Star Legend

Indulge yourself in leisurely, unscheduled days where time suspends in the magic of the sea. Sleep late. Dine early. Establish your own rhythm in sync with the waves and the arc of the sun and moon overhead. Watch the constellations drift and let your mind shake off all the cobwebs of shore. Feast on the impossible beauty of liquid sunsets, and let your soul dance with the dolphins in the spray off the bow.

Map routes may vary by sailing. Actual itineraries are listed below.
1
DEC 06, 2027
Cádiz
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Cádiz is the most southern province of the Iberian Peninsula. It is extremely rich in natural beauty and some of the most important Natural Parks of Spain and Europe are found here including Sierra de Grazalema and los Alcornocales. Both are rich in flora and fauna, including species under threat of extinction. Many birds find their resting and feeding place here just after or before making the jump from or to Africa.

2
DEC 07, 2027
AT SEA
3
DEC 08, 2027
AT SEA
4
DEC 09, 2027
Santa Cruz de Tenerife
ARRIVE
8:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
5

Here in this privileged setting you'll discover two UNESCO World Heritage Site beaches of tantalizing beauty; San Cristóbal de La Laguna; and the island's symbol, Teide National Park. Wide avenues, exotic landscapes, and striking examples of modernist architecture complete one of the world's most popular destinations.

Available Excursions

Santa Cruz de Tenerife

Time
8:00 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$105

Santa Cruz de Tenerife

Time
9:45 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$165

Santa Cruz de Tenerife

Time
8:00 AM
Duration
5.5 Hours
Activity Level
Moderate

Add during booking

$139

Santa Cruz de Tenerife

Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$105

Santa Cruz de Tenerife

Time
8:00 AM
Duration
5.5 Hours
Activity Level
Moderate

Add during booking

$119

5
DEC 10, 2027
AT SEA
6
DEC 11, 2027
AT SEA
7
DEC 12, 2027
AT SEA
8
DEC 13, 2027
AT SEA
9
DEC 14, 2027
AT SEA
10
DEC 15, 2027
AT SEA
11
DEC 16, 2027
AT SEA
12
DEC 17, 2027
AT SEA
13
DEC 18, 2027
AT SEA
14
DEC 19, 2027
Jost Van Dyke, Great Harbour
ARRIVE
8:00 AM
DEPART
6:00 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.

15
DEC 20, 2027
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
See More Voyages

Staterooms

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

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
Expand all

Available Dates

Date Yacht
Starting from
Actions
Nov 10 (Tue) – Nov 24 (Tue), 2026November 10 (Tue) – November 24 (Tue), 2026Wind Star
Nov 12 (Thu) – Nov 27 (Fri), 2026November 12 (Thu) – November 27 (Fri), 2026Star Legend
Feb 8 (Mon) – Mar 1 (Mon), 2027February 8 (Mon) – March 1 (Mon), 2027Wind Star
Mar 2 (Tue) – Mar 17 (Wed), 2027March 2 (Tue) – March 17 (Wed), 2027Star Legend
Mar 27 (Sat) – Apr 11 (Sun), 2027March 27 (Sat) – April 11 (Sun), 2027Wind Surf
Mar 30 (Tue) – Apr 15 (Thu), 2027March 30 (Tue) – April 15 (Thu), 2027Star Pride
May 20 (Thu) – May 31 (Mon), 2027May 20 (Thu) – May 31 (Mon), 2027Star Seeker
Sep 1 (Wed) – Sep 14 (Tue), 2027September 1 (Wed) – September 14 (Tue), 2027Star Seeker
Nov 5 (Fri) – Nov 20 (Sat), 2027November 5 (Fri) – November 20 (Sat), 2027Wind Surf
Jan 6 (Thu) – Jan 10 (Mon), 2028January 6 (Thu) – January 10 (Mon), 2028Star Breeze
Jan 24 (Mon) – Jan 28 (Fri), 2028January 24 (Mon) – January 28 (Fri), 2028Star Breeze
Mar 19 (Sun) – Apr 3 (Mon), 2028March 19 (Sun) – April 3 (Mon), 2028Wind Surf
Apr 3 (Mon) – Apr 19 (Wed), 2028April 3 (Mon) – April 19 (Wed), 2028Star Pride
Aug 30 (Wed) – Sep 12 (Tue), 2028August 30 (Wed) – September 12 (Tue), 2028Star Seeker
Nov 5 (Sun) – Nov 19 (Sun), 2028November 5 (Sun) – November 19 (Sun), 2028Wind Surf
May 25 (Fri) – Jun 5 (Tue), 2029May 25 (Fri) – June 5 (Tue), 2029Star Seeker

Ocean Crossing

CADIZ → SAN JUAN

14 Nights on Star Legend

Dec 6, 2027 — Dec 20, 2027

Indulge yourself in leisurely, unscheduled days where time suspends in the magic of the sea. Sleep late. Dine early. Establish your own rhythm in sync with the waves and the arc of the sun and moon overhead. Watch the constellations drift and let your mind shake off all the cobwebs of shore. Feast on the impossible beauty of liquid sunsets, and let your soul dance with the dolphins in the spray off the bow.

1
DEC 06, 2027
Cádiz
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Cádiz is the most southern province of the Iberian Peninsula. It is extremely rich in natural beauty and some of the most important Natural Parks of Spain and Europe are found here including Sierra de Grazalema and los Alcornocales. Both are rich in flora and fauna, including species under threat of extinction. Many birds find their resting and feeding place here just after or before making the jump from or to Africa.

2
DEC 07, 2027
AT SEA
3
DEC 08, 2027
AT SEA
4
DEC 09, 2027
Santa Cruz de Tenerife
ARRIVE
8:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
5

Here in this privileged setting you'll discover two UNESCO World Heritage Site beaches of tantalizing beauty; San Cristóbal de La Laguna; and the island's symbol, Teide National Park. Wide avenues, exotic landscapes, and striking examples of modernist architecture complete one of the world's most popular destinations.

A Tale of Two Cities with Transfer to airport TFN NORTH

Discover the rich history, culture, and flavours of Tenerife on this captivating tour through two of the island's most fascinating destinations. Your journey begins with a narrated panoramic drive through Santa Cruz de Tenerife, the vibrant capital and one of Spain's busiest and most important ports, before a visit to the remarkable Man and Nature Museum, housed in the historic Old Civil Hospital. Spread across three floors, the museum's compelling exhibits trace the volcanic origins, extraordinary wildlife, and human history of the Canarian Archipelago, including a rare opportunity to view the mummified remains of the island's original inhabitants. From Santa Cruz, the coach continues to the enchanting city of La Laguna, a UNESCO World Heritage destination and once the island's capital, where a guided walking tour through the beautifully preserved old quarter reveals centuries of history dating from the 17th and 18th centuries, taking in the elegant Plaza del Adelantado, the Leal Theatre, the Plaza de la Concepción, the Plaza del Cristo, and the grand Palacio del Obispo. The tour concludes with a refined wine and cheese tasting at the elegant Restaurante Casino de La Laguna, where three local wines paired with regional cheese make for a delightful farewell to Tenerife, before the coach transfers you directly to Tenerife North Airport (TFN).

What to Bring: Seasonal clothing, closed shoes, water, and local currency. Please note: wine tasting is available to guests aged 18 and over in accordance with Spanish law. Photography inside the museum is not permitted. Itinerary and order of sights may vary depending on weather conditions.

Port
Santa Cruz de Tenerife
Time
8:00 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$105 USD

Art & Wine with Transfer to Hotel Mencey

Combine culture, creativity, and Canarian flavour on this unique and memorable full-day experience in Santa Cruz de Tenerife. Begin with an engaging guided walking tour through the capital's charming streets, where your knowledgeable guide reveals the city's rich history, striking architecture, and hidden cultural gems that bring the spirit of Tenerife vividly to life. The day then takes a wonderfully creative turn at the iconic Mencey Hotel, Santa Cruz's only five-star property and a landmark that has welcomed monarchs, actors, musicians, and celebrated artists throughout its 70-year history, where a guided paint and wine workshop awaits in an atmosphere of relaxed elegance. No prior experience is needed — simply settle in, choose a glass of Canarian white, red, or fruity wine with light snacks, and let the guiding artist lead you through creating your very own canvas inspired by the colours and spirit of Tenerife, an exclusive design crafted for this experience and yours to take home as a truly one-of-a-kind souvenir. Photographs taken throughout the workshop will be shared with you by email, a lasting memento of a very special day in the Canary Islands, before your transfer to Tenerife North Airport (TFN).

What to Bring: Comfortable clothing and walking shoes, local currency. Please note: wine tasting is available to guests aged 18 and over in accordance with Spanish law. Luggage transfer from the ship is included.

Port
Santa Cruz de Tenerife
Time
9:45 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$165 USD

UNESCO Mt. Teide with Transfer to TFS SOUTH

Journey into the dramatic heart of Tenerife on this awe-inspiring excursion to Mount Teide National Park, home to Spain's highest mountain and one of the most extraordinary volcanic landscapes on Earth. Departing Santa Cruz, your coach climbs through the lush green fields and fragrant pine woods of La Esperanza Forest, following the spine of the island before descending into the otherworldly terrain of Las Cañadas, a vast ancient crater covering nearly 19,000 hectares and designated a National Park since 1954. Several photo stops along the way capture the raw, dramatic beauty of this UNESCO World Heritage landscape, including a visit to the Roques de García viewpoint in the sweeping Ucanca Valley, where the extraordinary lava rock formation known as the Roque Cinchado rises like a giant finger against the volcanic skyline. A welcome comfort stop at the legendary El Parador del Teide, one of Spain's most spectacularly situated hotels, brings a relaxing interlude of cake, local pastry, and seasonal fruit served with coffee, tea, orange juice, or water, with the majestic cone of Mount Teide towering above, before the coach continues south for your transfer to Tenerife South Airport (TFS).

What to Bring: Seasonal clothing, closed shoes, water, and local currency. Please note that temperatures at altitude can be significantly cooler than at sea level, so layers are recommended. Itinerary and order of sights may vary depending on weather conditions.

Port
Santa Cruz de Tenerife
Time
8:00 AM
Duration
5.5 Hours
Activity Level
Moderate

Add during booking

$139 USD

Tenerife, A Tale of Two Cities with Transfer to Hotel

Port
Santa Cruz de Tenerife
Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$105 USD

Charming Villages of Tenerife with Transfer to airport TFN NORTH

Journey through the spectacular northern landscapes of Tenerife on this scenic and unhurried tour through two of the island's most charming and historic towns. Departing Santa Cruz, your coach winds through the breathtaking Orotava Valley, where sweeping views over banana plantations stretch down toward the popular resort of Puerto de la Cruz, before arriving in the enchanting village of Garachico. Once the island's most important port until the devastating eruption of Montaña Negra in 1706 reshaped its coastline forever, Garachico retains an extraordinary historic character, with pretty cobblestone streets, a lovely town square, and the remarkable natural swimming pools carved into the volcanic lava rocks along the coast. From the village, a short drive brings you to the Mirador de Garachico, where a buffet of sweet and savoury snacks and pastries, served with coffee or a soft drink, is enjoyed alongside some of the most spectacular panoramic views on the island. The tour then continues to the charming town of Icod de los Vinos, nestled in the heart of Tenerife's wine country and home to the magnificent ancient Dragon Tree, one of the oldest and most iconic natural monuments in the Canary Islands, with free time to explore its historic streets and vibrant local culture at your own pace before returning to the pier.

What to Bring: Seasonal clothing, closed shoes, water, and local currency. Please note: this tour is not suitable for wheelchair users or guests with significant walking difficulties. Itinerary and order of sights may vary depending on weather conditions.

Port
Santa Cruz de Tenerife
Time
8:00 AM
Duration
5.5 Hours
Activity Level
Moderate

Add during booking

$119 USD

5
DEC 10, 2027
AT SEA
6
DEC 11, 2027
AT SEA
7
DEC 12, 2027
AT SEA
8
DEC 13, 2027
AT SEA
9
DEC 14, 2027
AT SEA
10
DEC 15, 2027
AT SEA
11
DEC 16, 2027
AT SEA
12
DEC 17, 2027
AT SEA
13
DEC 18, 2027
AT SEA
14
DEC 19, 2027
Jost Van Dyke, Great Harbour
ARRIVE
8:00 AM
DEPART
6:00 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.

15
DEC 20, 2027
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.