Lush & Lovely Islands of the Lesser Antilles

Jan 11, 2026 — Jan 18, 2026

Starting from $5,472 Displayed pricing is based off of double occupancy per person. Pricing subject to change based on occupancy and cabin selection.

See more routes around Caribbean

PHILIPSBURG, ST. MAARTEN → BRIDGETOWN, BARBADOS

7 Nights in Wind Surf

1
JAN 11, 2026
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
JAN 12, 2026
Basseterre
ARRIVE
8:00 AM
DEPART
9:00 PM
MARINA
NO
SHORE EXCURSIONS
1

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, Island History & Rum Tasting

Time
8:00 AM
Duration
2.5 Hours
Activity Level
Moderate
Price
$59
3
JAN 13, 2026
Gustavia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
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.

St. Barts, Concierge Collection: Sunset Cruise

Time
5:00 PM
Duration
1.5 Hours
Activity Level
Easy-Moderate
Price
$199

St. Barts: Independent Explorer by Car

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

St. Barts: Sailing Catamaran Adventure

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

St. Barts: Intimate Island Tour

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

Gustavia, Concierge Collection: Jet Ski

Time
8:30 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$269

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
$499

Gustavia, Concierge Collection: Scuba Dive 2 Tank

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

Gustavia, Concierge Collection: Scuba Dive 1 Tank

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$339
4
JAN 14, 2026
St. John's
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
9

St. John's is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors.  The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you.  Sites to see include St. John's Cathedral with its white Baroque towers, the Botanical Garden, St. John's Antigua Lighthouse, and Fort James.

St.John's, Concierge Collection: Sail Snorkel and Beach

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$239

St Johns, Chocolate and Rum Making

Time
8:30 AM
Duration
3.25 Hours
Activity Level
Easy-Moderate
Price
$209

St. Johns, Segway Fort Conqueror

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

St. Johns, Beach Escape

Time
9:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$79

St Johns, Concierge Collection, Jet Ski Adventure

Time
8:30 AM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous
Price
$379

St. Johns: Presidents Tour

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

St. Johns, Open Course Canopy Challenge

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$139

St. Johns, Spectacular Antigua

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$79

St Johns, Swim with the Stingrays

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$109
5
JAN 15, 2026
Les Saintes
ARRIVE
8:00 AM
DEPART
1:00 PM
MARINA
NO
SHORE EXCURSIONS
7

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, Snorkel Experience in Les Saintes *

Time
10:00 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$119

Les Saintes, Explore Terra de Haut by Foot

Time
9:30 AM
Duration
1.25 Hours
Activity Level
Moderate
Price
$109

Les Saintes, Blue Escape Kayaking *

Time
8:30 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$149

Les Saintes, Terre de Haut Panoramic Tour

Time
9:00 AM
Duration
1 Hours
Activity Level
Easy
Price
$119

Les Saintes, Relax & Snorkel *

Time
9:00 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$169

Les Saintes, Sample Culinary Treasures of Guadeloupe

Time
10:00 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$209

Les Saintes, Sailing the Bay

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$199
6
JAN 16, 2026
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
7
JAN 17, 2026
Kingstown
ARRIVE
7:00 AM
DEPART
2:00 PM
MARINA
NO
SHORE EXCURSIONS
5

Charming Kingstown, the capital and main commercial center of St. Vincent & the Grenadines is known for its churches, cobblestone streets, colonial buildings and the St. Vincent Botanical Gardens, founded in 1765.  Steep hills surround the town, with Fort Charlotte sitting high on a ridge north of the city, offering panoramic views of Kingstown and the surrounding islands.  Other sites to see include St. George's Anglican Cathedral, an 1820s structure adorned with stained glass windows, St. Mary's Catholic Cathedral, built in 1823, with its lovely Gothic spires and Romanesque columns and arches.

Kingstown, Vermont Nature Trail

Time
7:45 AM
Duration
4.5 Hours
Activity Level
Strenuous
Price
$119

Kingstown, South Coast Cruise Walk and Snorkel

Time
7:45 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$109

Kingstown, Discover St. Vincent

Time
7:45 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$99

Kingstown, Dolphin Watching with Black Sand Swimming

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$109

Kingstown, Music by the Seashore & Beach Day

Time
9:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$115

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