Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

Oct 25, 2026 — Nov 3, 2026

Starting from $5,270 Displayed pricing is based off of double occupancy per person. Pricing subject to change based on occupancy and cabin selection.

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CIVITAVECCHIA, ROME → BARCELONA

9 Nights in Wind Surf

1
OCT 25, 2026
Rome
EMBARK
1:00 PM
DEPART
4:00 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 26, 2026
Portofino
ARRIVE
10:30 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
8

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.

Portofino, Hiking to Santa Margherita *

Time
11:00 AM
Duration
3.5 Hours
Activity Level
Strenuous
Price
$105

Portofino, Concierge Collection: Full Day Private CAR + Guide *

Time
11:00 AM
Duration
8 Hours
Activity Level
Easy
Price
$1199

Portofino, Concierge Collection: Half Day Private CAR + Guide *

Time
11:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$799

Portofino, Concierge Collection: Cinque Terra by Boat Tour *

Time
11:00 AM
Duration
7 Hours
Activity Level
Strenuous
Price
$299

Portofino, San Fruttuoso & Camogli by Boat *

Time
11:00 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$149

Portofino, Concierge Collection: Half Day Private VAN + Guide *

Time
11:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$899

Portofino, Concierge Collection: Full Day Private VAN + Guide *

Time
11:00 AM
Duration
8 Hours
Activity Level
Easy
Price
$1399

Portofino, Concierge Collection: Camogli Highlights & Punta Chiappa *

Time
11:00 AM
Duration
6 Hours
Activity Level
Strenuous
Price
$315
3
OCT 27, 2026
Monte Carlo
ARRIVE
8:00 AM
DEPART
9:00 PM
MARINA
NO
SHORE EXCURSIONS
7

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.

Monte Carlo: Eze and Villa Rothschild *

Time
8:30 AM
Duration
5 Hours
Activity Level
Moderate-Strenuous
Price
$169

Monte Carlo, Concierge Colletion: Half Day Private VAN & Guide *

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$1099

Monte Carlo, Concierge Collection: Full Day Private VAN & Guide *

Time
9:00 AM
Duration
8 Hours
Activity Level
Easy
Price
$1999

Monte Carlo, Concierge Collection: Full Day Private CAR & Guide *

Time
9:00 AM
Duration
8 Hours
Activity Level
Easy
Price
$1799

Monte Carlo and Monaco *

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate-Strenuous
Price
$159

Monte Carlo, Concierge Collection: Half Day Private CAR & Guide *

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$999

Monte Carlo, Nice Old Town *

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate
Price
$149
4
OCT 28, 2026
Sanary-sur-Mer
ARRIVE
8:30 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
8

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.

Sanary Sur Mer, Le Castellet & Tasting

Time
9:00 AM
Duration
4 Hours
Activity Level
Moderate
Price
$159

Sanary Sur Mer, Aix En Provence *

Time
9:00 AM
Duration
5 Hours
Activity Level
Moderate
Price
$139

Sanary Sur Mer, Concierge Collection: Half Day Private CAR *

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$1099

Sanary Sur Mer, Cassis *

Time
9:00 AM
Duration
4 Hours
Activity Level
Moderate
Price
$129

Sanary Sur Mer, Concierge Collection: Full Day Private CAR *

Time
9:00 AM
Duration
8 Hours
Activity Level
Easy
Price
$1899

Sanary Sur Mer, Concierge Collection: Half Day Private VAN *

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$1299

Sanary Sur Mer, Circuit Paul Ricard and Tasting Bandol Wines

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$179

Sanary Sur Mer, Concierge Collection: Full Day Private VAN *

Time
9:00 AM
Duration
8 Hours
Activity Level
Easy
Price
$2099
5
OCT 29, 2026
Palamos
ARRIVE
9:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
4

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.

Palamos, Concierge Collection: Figueres and Dali Museum *

Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate
Price
$169

Palamos, Girona City Tour *

Time
9:30 AM
Duration
5 Hours
Activity Level
Moderate
Price
$149

Palamos, Cycling to Pals *

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Strenuous
Price
$199

Palamos, Concierge Collection: Bell Lloc Winery

Time
9:30 AM
Duration
4 Hours
Activity Level
Moderate
Price
$325
6
OCT 30, 2026
BARCELONA TO BARCELONA
TYPE
TRANSFER
DETAIL
Included Transfer from Pier to City

Madrid, Spain

TYPE
EXCURSION
DETAIL
Codorniu Cellars Visit & Tasting

Madrid, Spain

TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant

Madrid, Spain

BARCELONA TO MADRID
TYPE
TOUR TRANSFER
DETAIL
Train Ride from Barcelona Train Station to Madrid Train Station

Madrid, Spain

MADRID TO MADRID CRUISE TOUR HOTEL
TYPE
TOUR TRANSFER
DETAIL
Transfer from Train Station to Madrid Hotel

Madrid, Spain

Madrid, Spain

MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay

Madrid, Spain

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.

7
OCT 31, 2026
TYPE
BREAKFAST
DETAIL
Included Breakfast at the Hotel

Madrid, Spain

TYPE
EXCURSION
DETAIL
Bernabeu Stadium

Madrid, Spain

TYPE
LUNCH
DETAIL
Included Lunch at Local Restaurant

Madrid, Spain

TYPE
EXCURSION
DETAIL
Royal Palace, Madrid de los Austrias

Madrid, Spain

MADRID TO
TYPE
TOUR TRANSFER
DETAIL
Transfer to the Hotel

Madrid, Spain

MADRID TO
TYPE
TOUR TRANSFER
DETAIL
Drive to El Corral de la Moreria

Madrid, Spain

Madrid, Spain

MADRID TO
TYPE
TOUR TRANSFER
DETAIL
Transfer back to the hotel

Madrid, Spain

MADRID CRUISE TOUR HOTEL
TYPE
HOTEL
DETAIL
Overnight Stay

Madrid, Spain

Wind Surf

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

Available Staterooms

Category A

Cabin
29 Cabins
Max. Occupancy
2 Passengers
Room Size
188 Sqft
Amenities

Bridge Suite

Cabin
2 Cabins
Max. Occupancy
3 Passengers
Room Size
495 Sqft
Amenities

Officer's Suite

Cabin
1 Cabins
Max. Occupancy
2 Passengers
Room Size
242 Sqft
Amenities

Category BX Deluxe

Cabin
34 Cabins
Max. Occupancy
3 Passengers
Room Size
188 Sqft
Amenities

Suite

Cabin
18 Cabins
Max. Occupancy
3 Passengers
Room Size
376 Sqft
Amenities

Category B

Cabin
21 Cabins
Max. Occupancy
2 Passengers
Room Size
188 Sqft
Amenities

Category TX Deluxe

Cabin
32 Cabins
Max. Occupancy
2 Passengers
Room Size
188 Sqft
Amenities

Category AX Deluxe

Cabin
34 Cabins
Max. Occupancy
2 Passengers
Room Size
188 Sqft
Amenities

Available Dates