Classic Caribbean

Feb 20, 2027 — Feb 27, 2027

Starting from

See more routes around Caribbean

PHILIPSBURG, ST. MAARTEN → PHILIPSBURG, ST. MAARTEN

7 Nights on Wind Surf

From the stunning drama of the Pitons to the captivating charm of Les Saintes; hidden coves and secret beaches to exotic markets and lively cafés, you’ll discover the best of this region with one single Caribbean voyage. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.

1
FEB 20, 2027
Philipsburg, St. Maarten
EMBARK
1:00 PM
DEPART
7:00 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.

2
FEB 21, 2027
Charlestown
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
6

This capital of Nevis with its narrow streets and brightly painted Victorian and Georgian stone buildings is full of colonial history. Alexander Hamilton lived here as a child and you can see the ruins of the Hamilton Estate. Lovely Pinney's Beach is nearby and a group of volunteers work at night tagging sea turtles here and on the other beautiful beaches. Walk the main street and check out the Museum of Nevis History, St. Thomas Lowland Church and the Nevisian Heritage Village to name a few of the historic sites here.

Charlestown, Nevis Half Island & Botanical Garden

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Easy-Moderate
Price
$99

Charlestown, Yachtsman Grill Beach Escape

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$69

Charlestown, Montravers Hike & Beach Break with Lunch

Time
8:30 AM
Duration
5 Hours
Activity Level
Moderate-Strenuous
Price
$89

Charlestown, Concierge Collection: Deep Sea Fishing

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate-Strenuous
Price
$479

Charlestown, Quad Biking Adventure

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Strenuous
Price
$159

Charlestown, Coastal Boat Cruise Snorkel Adventure

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$85
3
FEB 22, 2027
Roseau
ARRIVE
8:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
9

Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you're up for an optional hike, don't miss Boiling Lake and the Valley of Desolation at Dominica's Morne Trois Pitons National Park, a UNESCO World Heritage Site.

Roseau, Whale & Dolphin Adventure

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy
Price
$159

Roseau, River Tubing Adventure

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate-Strenuous
Price
$109

Roseau, Trafalgar Falls & Hot Springs

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$99

Roseau, Concierge Collection: Cooking Caribbean Flavors & Lifestyles

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy
Price
$129

Roseau, Dominica in a Day

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

Roseau, Concierge Collection: Wet & Rugged Dominica

Time
8:30 AM
Duration
5.5 Hours
Activity Level
Strenuous
Price
$225

Roseau, 4X4 Waterfall & Rainforest

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$89

Roseau, Indian River Rowboat

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate
Price
$99

Roseau, Champagne Reef Snorkel Adventure

Time
8:30 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$79
4
FEB 23, 2027
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
1

With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.

Mayreau, Grenadines Island Escape

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$89
5
FEB 24, 2027
Les Saintes
ARRIVE
12:00 PM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
8

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.

Les Saintes, Sailing the Bay

Time
12:30 PM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$249

Les Saintes, Sample Culinary Treasures of Guadeloupe

Time
12:30 PM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$209

Les Saintes, Blue Escape Kayaking *

Time
12:30 PM
Duration
2 Hours
Activity Level
Strenuous
Price
$149

Les Saintes, Explore Terra de Haut by Foot

Time
12:30 PM
Duration
1.25 Hours
Activity Level
Moderate
Price
$109

Les Saintes, Relax & Snorkel *

Time
12:30 PM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$179

Les Saintes, Snorkel Experience in Les Saintes *

Time
12:30 PM
Duration
2 Hours
Activity Level
Strenuous
Price
$119

Les Saintes, Terre de Haut Panoramic Tour

Time
12:30 PM
Duration
1 Hours
Activity Level
Easy
Price
$119

Les Saintes, Historic Tastes & Treasures of Fort Napoleon

Time
12:30 PM
Duration
2.5 Hours
Activity Level
Moderate
Price
$129
6
FEB 25, 2027
Basseterre
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
8

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: Snorkel Safari

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$99

Basseterre: Caribbean Scenic Railway

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$109

Basseterre, Island History & Rum Tasting

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Moderate
Price
$59

Basseterre, Brimstone Hill Fortress & Fairview Great House

Time
8:30 AM
Duration
3.25 Hours
Activity Level
Easy-Moderate
Price
$79

Basseterre: St Kitts Quad ATV Adventure

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$129

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

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy
Price
$99

Basseterre: Sky Safari Zipline Adventure

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$119

Basseterre, Nevis Panoramic and Beach Tour

Time
8:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate
Price
$139
7
FEB 26, 2027
Gustavia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
9

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.

Gustavia, Concierge Collection: Scuba Dive 1 Tank

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$349

St. Barts: Independent Explorer by Car

Time
8:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$349

St. Barts, Concierge Collection: Sunset Cruise

Time
8:30 AM
Duration
1.5 Hours
Activity Level
Easy-Moderate
Price
$199

Gustavia, Concierge Collection: Savor St Barts

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Moderate
Price
$349

St Barts, Concierge Collection: St. Barthelemy Beach Day

Time
8:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$519

Gustavia, Concierge Collection: Jet Ski

Time
8:30 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$509

St. Barts: Intimate Island Tour

Time
8:30 AM
Duration
1 Hours
Activity Level
Easy
Price
$139

Gustavia, Concierge Collection: Scuba Dive 2 Tank

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$499

St. Barts: Sailing Catamaran Adventure

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$299

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