Jewels of the Windward Islands

Mar 15, 2026 — Mar 21, 2026

Starting from

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BRIDGETOWN, BARBADOS → BRIDGETOWN, BARBADOS

6 Nights on Wind Spirit

Float over dizzying tropical reef fish schools and colorful soft and hard coral outcroppings during a leisurely kayak tour, then set a course for Montserrat’s famed bat caves and snorkeling at Little Bay’s Rendezvous Beach. Explore Fort Napoleon’s foreboding fortifications and shaded garden spaces overlooking Les Saintes, then sample cakes, regional treats, and local Sun Rum. Swim and snorkel amid rising bubbles at Champagne Reef or cook up delightful traditional Caribbean dishes and desserts with a local Dominican family near Roseau. Wander Fort de France cobbled lanes then slurp authentic green Calloo stew—a West African soup made from pureed vegetables blended with fresh seafood. Inhale fragrant flower aromas as you stroll Pagerie Habitation’s 18th Century storybook gardens, the former childhood home of French Empress Josephine near Anse Mitan, Martinique.

1
MAR 15, 2026
Bridgetown
EMBARK
1:00 PM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you'll find historic sugar plantations and the fairyland magic of Harrison's Cave.

2
MAR 16, 2026
Tobago Cays
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
2

Sail, snorkel, or beachcomb in complete seclusion in this unspoiled tropical paradise accessible only by boat. Quiet coves like Horseshoe Reef are home to fantastic coral reefs, while nearby Baradel offers an excellent opportunity to observe the area's famous sea turtles. Crystalline waters and perfect weather make this an ideal spot to play in the sea

Tobago Cays, Snorkel the Tobago Cays

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

Tobago Cays, Union & Palm Island Discovery by Catamaran

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$89
3
MAR 17, 2026
Pigeon Island
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
10

The UNESCO site Pitons' with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.

Pigeon Island, Concierge Collection: Half Day Private Van & Guide

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

Pigeon Island, Concierge Collection: Half Day Private Car & Guide

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$399

Pigeon Island, Aerial Tram Park

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

Pigeon Island, St. Lucian Walking Food Tour

Time
10:00 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$189

Pigeon Island, Discover Sailing

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$129

Pigeon Island, Panoramic St. Lucia

Time
9:15 AM
Duration
3 Hours
Activity Level
Easy
Price
$59

Pigeon Island, Concierge Collection: Full Day Private Car & Guide

Time
8:30 AM
Duration
8 Hours
Activity Level
Easy
Price
$699

Pigeon Island, Catamaran Cruise to the Pitons

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

Pigeon Island, Rainforest Canopy Zip Line Adventure

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate-Strenuous
Price
$119

Pigeon Island, Concierge Collection: Full Day Private Van & Guide

Time
8:30 AM
Duration
8 Hours
Activity Level
Easy
Price
$899
4
MAR 18, 2026
Pigeon Island
ARRIVE
12:00 AM
DEPART
6:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The UNESCO site Pitons' with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.

Castries
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
3

The capital and largest city of St. Lucia is a bustling port where shoppers flock.  Most of the city's historic buildings were destroyed in major fires between 1785 and 1948 but you'll see the beautiful, scenic backdrop of Morne Fortune (elev. 2,795 ft.) and the bustling harbor.  Visit the Castries Market for handicrafts, fruits and vegetables, see the murals painted by a local artist and housed in the Cathedral of the Immaculate Conception, and check out one of the many restaurants or Derek Walcott Square.

Castries, Rainforest Canopy Zip Line Adventure

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

Castries, Panoramic St. Lucia

Time
9:00 AM
Duration
3 Hours
Activity Level
Easy
Price
$69

Castries, Heritage Highlights

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$69
The Pitons
ARRIVE
5:30 PM
DEPART
6:30 PM
MARINA
NO
SHORE EXCURSIONS
0

Located near the town of Soufriere, St. Lucia the Pitons are a UNESCO World Heritage Site and a spectacular landmark. Gros Piton is 2,619 feet high (798 meters) and Petit Piton is 2,438 feet high (743 meters). Gros Piton is home to at least 148 plant species and 27 bird species (5 of them endemic) and Petit Piton has 97 plant species with 8 rare tree species.

5
MAR 19, 2026
Mayreau
ARRIVE
8:00 AM
DEPART
6:00 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
6
MAR 20, 2026
Bequia
ARRIVE
8:00 AM
DEPART
2:00 PM
MARINA
YES
SHORE EXCURSIONS
5

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

Bequia, Bequia Fort & Lower Beach Getaway *

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

Bequia Snorkel Adventure

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

Bequia, Taste of Bequia

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$149

Bequia, Concierge Collection: Rum Tasting at Firefly Plantation

Time
10:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$169

Bequia Highlights

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Easy-Moderate
Price
$89
7
MAR 21, 2026
Bridgetown
ARRIVE
5:00 AM
DISEMBARK
6:00 AM
MARINA
NO
SHORE EXCURSIONS
0

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you'll find historic sugar plantations and the fairyland magic of Harrison's Cave.

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

Room Size 220 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

No other dates are available.