Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

Oct 21, 2028 — Nov 1, 2028

Starting from

Early Booking Offer All-In Package

Early Booking Offer SBC

See more routes around Mediterranean

CIVITAVECCHIA, ROME → BARCELONA

11 Nights on Wind Surf

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
OCT 21, 2028
Rome
EMBARK
1:00 PM
DEPART
5:00 PM
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.

2
OCT 22, 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.

3
OCT 23, 2028
Portofino
ARRIVE
8:00 AM
DEPART
10:00 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.

4
OCT 24, 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.

5
OCT 25, 2028
Cannes
ARRIVE
7:00 AM
DEPART
10:00 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. 

6
OCT 26, 2028
Toulon
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

This port city is a major naval base and well as popular harbor for fishing boats and ferries. Place de La Liberte is Toulon's main square and the hub of the city. Nearby is the Genie de La Navigation, an imposing marble statue from 1847. Try not to miss the Museum of Natural History for Toulon and Var, with a surprising diversity of 978 birds and 250 mammals found in this area. And take the cable car that shuttles people up and down Mont Faron.

7
OCT 27, 2028
Palamos
ARRIVE
9:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Palamos is famous for the locally caught prawns found in the beautiful bay it sits beside, also known for the excellent swimming, surfing, snorkeling and windsurfing there. Here is the place to try fresh local Catalan cuisine. Two great highlights near Palamos are the Dali Museum, located in his home town of Figueres, and the UNESCO city of Girona, with its medieval architecture, walled Old Quarter and the Roman remains of Forca Vella Fortress.

8
OCT 28, 2028
BARCELONA TO BARCELONA
TYPE
TRANSFER
DETAIL
Included Transfer from Pier to City
TYPE
EXCURSION
DETAIL
Codorniu Cellars Visit & Tasting
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
BARCELONA TO MADRID
TYPE
TOUR TRANSFER
DETAIL
Train Ride from Barcelona Train Station to Madrid Train Station
MADRID TO MADRID CRUISE TOUR HOTEL
TYPE
TOUR TRANSFER
DETAIL
Transfer from Train Station to Madrid Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
Barcelona
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
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.

9
OCT 29, 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 the 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 the hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
10
OCT 30, 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 the Hotel
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to Cooking Class Experience
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer back to Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
11
OCT 31, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at Hotel
TYPE
EXCURSION
DETAIL
Segovian Alcazar & Cathedral
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
TYPE
EXCURSION
DETAIL
Roman Aqueduct & Medieval Segovia
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to the hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
12
NOV 01, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the hotel
MADRID CRUISE TOUR HOTEL TO MADRID-BARAJAS (MAD)
TYPE
TRANSFER
DETAIL
Included Transfer from Hotel to Airport

Wind Surf

number of decks
6 Decks
yacht length
535 ft (163 meters)
yacht crew size
191 Crew Members
yacht guest capacity
342 Guests

Staterooms

Room Size 495 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 242 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 376 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

Date Yacht
Starting from
Actions
Apr 7 (Fri) – Apr 18 (Tue), 2028April 7 (Fri) – April 18 (Tue), 2028Wind Surf
Sep 14 (Thu) – Sep 27 (Wed), 2028September 14 (Thu) – September 27 (Wed), 2028Star Explorer

Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

CIVITAVECCHIA, ROME → BARCELONA

11 Nights on Wind Surf

Oct 21, 2028 — Nov 1, 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
OCT 21, 2028
Rome
EMBARK
1:00 PM
DEPART
5:00 PM
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.

2
OCT 22, 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.

3
OCT 23, 2028
Portofino
ARRIVE
8:00 AM
DEPART
10:00 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.

4
OCT 24, 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.

5
OCT 25, 2028
Cannes
ARRIVE
7:00 AM
DEPART
10:00 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. 

6
OCT 26, 2028
Toulon
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

This port city is a major naval base and well as popular harbor for fishing boats and ferries. Place de La Liberte is Toulon's main square and the hub of the city. Nearby is the Genie de La Navigation, an imposing marble statue from 1847. Try not to miss the Museum of Natural History for Toulon and Var, with a surprising diversity of 978 birds and 250 mammals found in this area. And take the cable car that shuttles people up and down Mont Faron.

7
OCT 27, 2028
Palamos
ARRIVE
9:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Palamos is famous for the locally caught prawns found in the beautiful bay it sits beside, also known for the excellent swimming, surfing, snorkeling and windsurfing there. Here is the place to try fresh local Catalan cuisine. Two great highlights near Palamos are the Dali Museum, located in his home town of Figueres, and the UNESCO city of Girona, with its medieval architecture, walled Old Quarter and the Roman remains of Forca Vella Fortress.

8
OCT 28, 2028
BARCELONA TO BARCELONA
TYPE
TRANSFER
DETAIL
Included Transfer from Pier to City
TYPE
EXCURSION
DETAIL
Codorniu Cellars Visit & Tasting
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
BARCELONA TO MADRID
TYPE
TOUR TRANSFER
DETAIL
Train Ride from Barcelona Train Station to Madrid Train Station
MADRID TO MADRID CRUISE TOUR HOTEL
TYPE
TOUR TRANSFER
DETAIL
Transfer from Train Station to Madrid Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
Barcelona
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
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.

9
OCT 29, 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 the 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 the hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
10
OCT 30, 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 the Hotel
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to Cooking Class Experience
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer back to Hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
11
OCT 31, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at Hotel
TYPE
EXCURSION
DETAIL
Segovian Alcazar & Cathedral
TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant
TYPE
EXCURSION
DETAIL
Roman Aqueduct & Medieval Segovia
MADRID TO undefined
TYPE
TOUR TRANSFER
DETAIL
Transfer to the hotel
MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay
12
NOV 01, 2028
TYPE
BREAKFAST
DETAIL
Included Breakfast at the hotel
MADRID CRUISE TOUR HOTEL TO MADRID-BARAJAS (MAD)
TYPE
TRANSFER
DETAIL
Included Transfer from Hotel to Airport