Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

Sep 14, 2028 — Sep 27, 2028

Starting from

Early Booking Offer All-In Package

Early Booking Offer SBC

See more routes around Mediterranean

BARCELONA → CIVITAVECCHIA, ROME

13 Nights on Star Explorer

The magnificent ports of the Rivieras each have their own distinctive allure. In Madrid, you’ll have four nights to immerse yourself in its vibrant culture. Beat the crowds to the Prado Museum, to revel in Spanish masterpieces. Learn to cook tapas at a boutique cooking school. Enjoy a flamenco show and a three-course Michelin star dinner. Spend a day in Segovia, a medieval city (also UNESCO World Heritage site) featuring an ancient Roman aqueduct that winds around the edge of town. Get a guided tour through the city’s Gothic-style Cathedral, stopping at the iconic Alcázar castle. Indulge in a wine tasting at the Cavas Cordoniu cellars in the wine region of Catalonia, where you’ll learn the art of wine tasting. Your travel between Barcelona and Madrid will be in Comfort Class via high-speed train. Windstar picks up your luggage so it will be waiting for you at your hotel.

Additional Information
Map routes may vary by sailing. Actual itineraries are listed below.
1
SEP 14, 2028
MADRID-BARAJAS (MAD) TO
TYPE
TRANSFER
DETAIL
Transfer from Madrid Airport to Madrid Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
2
SEP 15, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Bernabeu Stadium
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
TYPE
EXCURSION
DETAIL
Royal Palace & Madrid de los Austrias
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to Hotel
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Drive to El Corral de la Moreria
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer Back to Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
3
SEP 16, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Prado Museum, El Retiro Park, Crystal Palace
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer Back to Hotel
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to Cooking Class Experience
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer back to the Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
4
SEP 17, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Segovia Alcazar, Cathedral
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
TYPE
EXCURSION
DETAIL
Roman Aqueduct & Medieval Segovia
MADRID TO BARCELONA
TYPE
TOUR TRANSFER
DETAIL
Train Ride from Madrid Train Station to Barcelona Train Station
BARCELONA TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer from Barcelona Train Station to Barcelona Hotel
BARCELONA HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
5
SEP 18, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Drive to Cordorniu Cellars Visit & Tasting
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
BARCELONA TO BARCELONA
TYPE
TRANSFER
DETAIL
Included Transfer from Restaurant to Pier
Barcelona
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.

6
SEP 19, 2028
Roses, Spain
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The natural harbor of Roses is home to lovely beaches, delightful coves that are wonderful snorkeling spots, and captivating peaceful waters.  Stretching between mountains and the sea, Roses also boasts the second biggest wetlands in Catalonia and declared an area of national natural interest and a birder's paradise. Because of its unique location, Roses is the only beach resort facing west, thereby offering viewing of amazing sunsets across the beautiful Gulf of Roses.

7
SEP 20, 2028
Port Vendres
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

When daydreamers long for "the south of France," this is what they imagine. Set on the brilliant blue of the Mediterranean and flanked on three sides by the Pyrenees foothills, this beautiful harbor is home to the prestigious vineyards of Banyuls. Taste the wine, along with the wonderful seafood.   (Whether you're in Port-Vendres or Collioure, you'll experience the beauty of the south of France - the brilliant blue of the Mediterranean, the Pyrenees foothills, the prestigious vineyards and a beautiful harbor. 

8
SEP 21, 2028
Sanary-sur-Mer
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
0

France's sunniest city, located on the French Riviera, was originally a small fishing village and still is adorned by a large collection of traditional wooden fishing boats. This is the home of a group of local artisan fisherman who sell their catch daily on the pier and where Jacques Cousteau had a residence, the Villa Baobab.

9
SEP 22, 2028
Monte Carlo
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0

Glide into port in one of Europe's most exclusive harbors. Mingle with other privileged yachtsmen or step ashore and start walking. The glittering Grand Casino, legendary for its exotic setting on screen and off, is a must see, as is the royal family's palace and the tomb of Philadelphia-born Princess Grace in the Cathedral.

10
SEP 23, 2028
Cannes
ARRIVE
7:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Spend a day wandering among the rich and famous in the chic epicenter of the French Riviera - a world of exclusive boutiques, palm-fringed boulevards, sun-drenched beaches, and elegant sidewalk cafés. Be sure to visit the Avenue of the Stars, where you can place your hands in the prints of international celebrities. An optional escorted walking tour guides you through the best of this extraordinary and stylish city. 

11
SEP 24, 2028
Portofino
ARRIVE
9:00 AM
DEPART
9:00 PM
MARINA
YES
SHORE EXCURSIONS
0

With its golden ochre and terracotta buildings, designer shops, and chic cafés, Portofino represents the height of Italian artistry and sophistication. Sip a cappuccino along the fabled marina or enjoy a day of shopping in one of the town's tempting little boutiques. As you look out over the harbor from the famous Hotel Splendido, it's hard not to admire the sleek, streamlined beauty of your Windstar ship.

12
SEP 25, 2028
Portoferraio
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Pine-scented forests and miles of sandy beach await your arrival on the tranquil island of Elba. Enjoy a glass of local Moscato with the fresh catch of the day before pondering your next move. Perhaps you'll visit the nearby countryside with its small fishing villages and dramatic mountain passes. Or see the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve.  Or maybe you'll decide to walk to the nearest beach and dip your toes into the warm Mediterranean.

13
SEP 26, 2028
Porto Santo Stefano, Italy
ARRIVE
7:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

<article data-scroll-anchor="true" data-testid="conversation-turn-8" data-turn="assistant" data-turn-id="request-68d593be-1134-8329-8c06-1f14e6c70931-56" dir="auto" tabindex="-1"> <p data-end="374" data-is-last-node="" data-is-only-node="" data-start="0">Porto Santo Stefano is a charming seaside town on the Monte Argentario peninsula in southern Tuscany, Italy. It&rsquo;s known for its colorful hillside houses, bustling marina filled with fishing boats and yachts, and fresh seafood restaurants along the waterfront. The town also boasts historic Spanish fortresses and serves as the main ferry gateway to the nearby Giglio Island.</p> </article>

14
SEP 27, 2028
Rome
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter's Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins-Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.

Star Explorer

number of decks
6 Decks
yacht length
432 ft (132 meters)
yacht crew size
135 Crew Members
yacht guest capacity
224 Guests

Staterooms

Room Size 548 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 380 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 353 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 288 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 268 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 246 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 225 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 225 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 225 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 225 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 280 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 280 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 280 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 203 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 1 sq ft
Max. Occupancy 2 Passengers
Amenities
Expand all

Available Dates

Date Yacht
Starting from
Actions
Apr 7 (Fri) – Apr 18 (Tue), 2028April 7 (Fri) – April 18 (Tue), 2028Wind Surf
Oct 21 (Sat) – Nov 1 (Wed), 2028October 21 (Sat) – November 1 (Wed), 2028Wind Surf

Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

BARCELONA → CIVITAVECCHIA, ROME

13 Nights on Star Explorer

Sep 14, 2028 — Sep 27, 2028

The magnificent ports of the Rivieras each have their own distinctive allure. In Madrid, you’ll have four nights to immerse yourself in its vibrant culture. Beat the crowds to the Prado Museum, to revel in Spanish masterpieces. Learn to cook tapas at a boutique cooking school. Enjoy a flamenco show and a three-course Michelin star dinner. Spend a day in Segovia, a medieval city (also UNESCO World Heritage site) featuring an ancient Roman aqueduct that winds around the edge of town. Get a guided tour through the city’s Gothic-style Cathedral, stopping at the iconic Alcázar castle. Indulge in a wine tasting at the Cavas Cordoniu cellars in the wine region of Catalonia, where you’ll learn the art of wine tasting. Your travel between Barcelona and Madrid will be in Comfort Class via high-speed train. Windstar picks up your luggage so it will be waiting for you at your hotel.

1
SEP 14, 2028
MADRID-BARAJAS (MAD) TO
TYPE
TRANSFER
DETAIL
Transfer from Madrid Airport to Madrid Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
2
SEP 15, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Bernabeu Stadium
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
TYPE
EXCURSION
DETAIL
Royal Palace & Madrid de los Austrias
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to Hotel
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Drive to El Corral de la Moreria
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer Back to Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
3
SEP 16, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Prado Museum, El Retiro Park, Crystal Palace
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer Back to Hotel
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to Cooking Class Experience
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer back to the Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
4
SEP 17, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Segovia Alcazar, Cathedral
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
TYPE
EXCURSION
DETAIL
Roman Aqueduct & Medieval Segovia
MADRID TO BARCELONA
TYPE
TOUR TRANSFER
DETAIL
Train Ride from Madrid Train Station to Barcelona Train Station
BARCELONA TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer from Barcelona Train Station to Barcelona Hotel
BARCELONA HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
5
SEP 18, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel
TYPE
EXCURSION
DETAIL
Drive to Cordorniu Cellars Visit & Tasting
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
BARCELONA TO BARCELONA
TYPE
TRANSFER
DETAIL
Included Transfer from Restaurant to Pier
Barcelona
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.

6
SEP 19, 2028
Roses, Spain
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The natural harbor of Roses is home to lovely beaches, delightful coves that are wonderful snorkeling spots, and captivating peaceful waters.  Stretching between mountains and the sea, Roses also boasts the second biggest wetlands in Catalonia and declared an area of national natural interest and a birder's paradise. Because of its unique location, Roses is the only beach resort facing west, thereby offering viewing of amazing sunsets across the beautiful Gulf of Roses.

7
SEP 20, 2028
Port Vendres
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

When daydreamers long for "the south of France," this is what they imagine. Set on the brilliant blue of the Mediterranean and flanked on three sides by the Pyrenees foothills, this beautiful harbor is home to the prestigious vineyards of Banyuls. Taste the wine, along with the wonderful seafood.   (Whether you're in Port-Vendres or Collioure, you'll experience the beauty of the south of France - the brilliant blue of the Mediterranean, the Pyrenees foothills, the prestigious vineyards and a beautiful harbor. 

8
SEP 21, 2028
Sanary-sur-Mer
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
0

France's sunniest city, located on the French Riviera, was originally a small fishing village and still is adorned by a large collection of traditional wooden fishing boats. This is the home of a group of local artisan fisherman who sell their catch daily on the pier and where Jacques Cousteau had a residence, the Villa Baobab.

9
SEP 22, 2028
Monte Carlo
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0

Glide into port in one of Europe's most exclusive harbors. Mingle with other privileged yachtsmen or step ashore and start walking. The glittering Grand Casino, legendary for its exotic setting on screen and off, is a must see, as is the royal family's palace and the tomb of Philadelphia-born Princess Grace in the Cathedral.

10
SEP 23, 2028
Cannes
ARRIVE
7:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Spend a day wandering among the rich and famous in the chic epicenter of the French Riviera - a world of exclusive boutiques, palm-fringed boulevards, sun-drenched beaches, and elegant sidewalk cafés. Be sure to visit the Avenue of the Stars, where you can place your hands in the prints of international celebrities. An optional escorted walking tour guides you through the best of this extraordinary and stylish city. 

11
SEP 24, 2028
Portofino
ARRIVE
9:00 AM
DEPART
9:00 PM
MARINA
YES
SHORE EXCURSIONS
0

With its golden ochre and terracotta buildings, designer shops, and chic cafés, Portofino represents the height of Italian artistry and sophistication. Sip a cappuccino along the fabled marina or enjoy a day of shopping in one of the town's tempting little boutiques. As you look out over the harbor from the famous Hotel Splendido, it's hard not to admire the sleek, streamlined beauty of your Windstar ship.

12
SEP 25, 2028
Portoferraio
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Pine-scented forests and miles of sandy beach await your arrival on the tranquil island of Elba. Enjoy a glass of local Moscato with the fresh catch of the day before pondering your next move. Perhaps you'll visit the nearby countryside with its small fishing villages and dramatic mountain passes. Or see the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve.  Or maybe you'll decide to walk to the nearest beach and dip your toes into the warm Mediterranean.

13
SEP 26, 2028
Porto Santo Stefano, Italy
ARRIVE
7:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

<article data-scroll-anchor="true" data-testid="conversation-turn-8" data-turn="assistant" data-turn-id="request-68d593be-1134-8329-8c06-1f14e6c70931-56" dir="auto" tabindex="-1"> <p data-end="374" data-is-last-node="" data-is-only-node="" data-start="0">Porto Santo Stefano is a charming seaside town on the Monte Argentario peninsula in southern Tuscany, Italy. It&rsquo;s known for its colorful hillside houses, bustling marina filled with fishing boats and yachts, and fresh seafood restaurants along the waterfront. The town also boasts historic Spanish fortresses and serves as the main ferry gateway to the nearby Giglio Island.</p> </article>

14
SEP 27, 2028
Rome
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter's Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins-Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.