Lush & Lovely Islands of the Lesser Antilles

Feb 28, 2026 — Mar 7, 2026

Starting from

See more routes around Caribbean

PHILIPSBURG, ST. MAARTEN → BRIDGETOWN, BARBADOS

7 Nights on Wind Spirit

Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and make a rare visit to Montserrat, the “Pompeii of the Caribbean.” And everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.

1
FEB 28, 2026
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0
2
MAR 01, 2026
ARRIVE
8:00 AM
DEPART
9:00 PM
MARINA
NO
SHORE EXCURSIONS
8

Basseterre, Island History & Rum Tasting

Time
9:00 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, Concierge Collection: Caribbean Cooking, History & Folklore in St. Kitts

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

Basseterre: Caribbean Scenic Railway

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

Basseterre: Snorkel Safari

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

Basseterre: Sky Safari Zipline Adventure

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

Basseterre: St Kitts Quad ATV Adventure

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

Basseterre, Nevis Panoramic and Beach Tour

Time
8:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate
Price
$139
3
MAR 02, 2026
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
9

Gustavia, Concierge Collection: Savor St Barts

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

St. Barts, Concierge Collection: Sunset Cruise

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

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
9:00 AM
Duration
3 Hours
Activity Level
Moderate
Price
$299

Gustavia, Concierge Collection: Jet Ski

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

Gustavia, Concierge Collection: Scuba Dive 1 Tank

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$339

St. Barts: Independent Explorer by Car

Time
9:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$349

St Barts, Concierge Collection: St. Barthelemy Beach Day

Time
10:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$499

St. Barts: Intimate Island Tour

Time
9:00 AM
Duration
1 Hours
Activity Level
Easy
Price
$139
4
MAR 03, 2026
ARRIVE
8:00 AM
DEPART
9:00 PM
MARINA
NO
SHORE EXCURSIONS
8

Falmouth Harbour, Concierge Collection, Jet Ski Adventure

Time
12:30 PM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous
Price
$379

Falmouth Harbour, Presidents Tour

Time
1:00 PM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$119

Falmouth Harbour, Antigua Beach Escape *

Time
10:00 AM
Duration
4 Hours
Activity Level
Easy
Price
$89

Falmouth Harbour, Swim with the Stingrays

Time
12:15 PM
Duration
3 Hours
Activity Level
Moderate
Price
$119

Falmouth Harbour, Nelsons Dockyard Walking Tour & Boat around English Harbour

Time
9:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$79

Falmouth Harbour, Make Your Own Rum

Time
8:45 AM
Duration
2 Hours
Activity Level
Easy-Moderate
Price
$139

Falmouth Harbour, Spectacular Antigua Island Tour

Time
9:00 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$79

Falmouth Harbour, Open Course Canopy Zipline

Time
11:30 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$139
5
MAR 04, 2026
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
8

Les Saintes, Terre de Haut Panoramic Tour

Time
8:30 AM
Duration
1 Hours
Activity Level
Easy
Price
$119

Les Saintes, Relax & Snorkel *

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$179

Les Saintes, Snorkel Experience in Les Saintes *

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

Les Saintes, Blue Escape Kayaking *

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

Les Saintes, Sample Culinary Treasures of Guadeloupe

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

Les Saintes, Explore Terra de Haut by Foot

Time
8:30 AM
Duration
1.25 Hours
Activity Level
Moderate
Price
$109

Les Saintes, Sailing the Bay

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$249

Les Saintes, Historic Tastes & Treasures of Fort Napoleon

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Moderate
Price
$129
6
MAR 05, 2026
ARRIVE
8:00 AM
DEPART
1:00 PM
MARINA
NO
SHORE EXCURSIONS
8

Roseau, Indian River Rowboat

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

Roseau, A Historical Roseau Walking Tour

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

Roseau, Champagne Reef Snorkel Adventure

Time
8:30 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$79

Roseau, River Tubing Adventure

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

Roseau, Concierge Collection: Cooking Caribbean Flavors & Lifestyles

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

Roseau, Whale & Dolphin Adventure

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

Roseau, 4X4 Waterfall & Rainforest

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

Roseau, Trafalgar Falls & Hot Springs

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$99
7
MAR 06, 2026
ARRIVE
8:00 AM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
1

Mayreau, Grenadines Island Escape

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$89

Wind Spirit

number of decks
4 Decks
yacht length
360 ft (110 meters)
yacht crew size
90 Crew Members
yacht guest capacity
148 Guests

Staterooms

Staterooms description here

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

Available Dates

Date Yacht
Starting from
Actions
Jan 11 (Sun) – Jan 18 (Sun), 2026January 11 (Sun) – January 18 (Sun), 2026Wind Surf$6,672