Jewels of the Windward Islands

Nov 27, 2026 — Dec 4, 2026

Starting from

See more routes around Caribbean

BRIDGETOWN, BARBADOS → BRIDGETOWN, BARBADOS

7 Nights on Star Legend

This is the Caribbean of days gone by — deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled. This is everything that makes the Caribbean synonymous with paradise.

1
NOV 27, 2026
EMBARK
1:00 PM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0
2
NOV 28, 2026
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0
3
NOV 29, 2026
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0
4
NOV 30, 2026
ARRIVE
12:00 AM
DEPART
6:00 AM
MARINA
NO
SHORE EXCURSIONS
0
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
0
ARRIVE
5:30 PM
DEPART
6:30 PM
MARINA
NO
SHORE EXCURSIONS
0
5
DEC 01, 2026
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
1

Mayreau, Grenadines Island Escape

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$89
6
DEC 02, 2026
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
10

St Georges, Spice of Our Lives

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

St. Georges, Sailing Cruise to the Statue Park

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous
Price
$99

St. Georges, The Best of Grenada

Time
8:30 AM
Duration
7.5 Hours
Activity Level
Easy
Price
$169

St. Georges, Certified Two-Tank Dive

Time
8:30 AM
Duration
4.25 Hours
Activity Level
Moderate-Strenuous
Price
$319

St. Georges, Certified One-Tank Dive

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous
Price
$215

St. Georges, Fort Frederick Rainforest & Waterfall

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

St. Georges, Powerboat & Snorkeling at the Statues Park *

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

St. Georges, Izzie's Great House Discovery

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$119

St. Georges, Clear Bottom Kayaking

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

St. Georges, Discover Scuba

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate
Price
$279
7
DEC 03, 2026
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
6

Bequia Highlights

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Easy-Moderate
Price
$89

Bequia, Taste of Bequia

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

Bequia, Mustique Magic with Lunch

Time
8:30 AM
Duration
6 Hours
Activity Level
Moderate
Price
$269

Bequia Snorkel Adventure

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

Bequia, Concierge Collection: Rum Tasting at Firefly Plantation

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$165

Bequia, Bequia Fort & Lower Beach Getaway *

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

Star Legend

number of decks
6 Decks
yacht length
440 ft (134 meters)
yacht crew size
140 Crew Members
yacht guest capacity
312 Guests

Staterooms

Staterooms description here

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 468 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Expand all

Available Dates

No other dates are available.