- Itinerary
- Highlights
- Yacht
- Staterooms
-
Book Now
Windward Ways & Tobago Cays
Dec 4, 2026 — Dec 12, 2026
Starting from
Beyond Inclusive Package
BRIDGETOWN, BARBADOS → ORANJESTAD, ARUBA
8 Nights on Star Legend
Dive, snorkel and swim with fish and sea turtles in Tobago Cays Marine Park, Bonaire National Marine Park and the proposed Speyside Marine Protected Area. Swim in a picture-perfect waterfall pool surrounded by the oldest protected rainforest in the Western Hemisphere, the Main Ridge Forest Reserve. Take in the volcanic beauty of the Pitons on St. Lucia, where rainforest meets some of the healthiest coral reefs in the Caribbean. And discover Bonaire, with its stunning desert-palette motifs like pink flamingos on white salt pans. Those who are looking for the classic Caribbean will find it in Mayreau — fewer than 300 inhabitants, and just 1.5 square miles, making it a port exclusive to yachts. And those who love colonial harbors will enjoy British Bridgetown as well as the triple Dutch treat of Kralendijk, Willemstad and Oranjestad.




Popular Highlights
Four magical colonial towns (including two that are UNESCO-listed) contrast with out-of-the-way ports and bays.
Snorkel the impressive coral reefs of Tobago Cays at the confluence of the Atlantic Ocean and Caribbean Sea.
Have your binoculars ready for birdwatching on Bonaire, home of flamingos, Amazon parrots and native parakeets.
Visit Mayreau, the smallest island of the Grenadines, and enjoy the exclusive Signature Beach Party.
Willemstad is a UNESCO site known for its brightly colored architecture.
Additional Information
Insider Tips

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.
Bridgetown: Barbados Island Tour with Airport Transfer

Rodney Bay, Saint Lucia

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.

Scarborough, Tobago

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, Taste of Bequia
Bequia, Bequia Fort & Lower Beach Getaway *
.jpg)
Bequia Highlights
Bequia Snorkel Adventure
Bequia, Mustique Magic with Lunch

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

The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you'll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface
Staterooms
Starting from
Starting from
Starting from
Starting from
Starting from
Starting from
Starting from
Starting from
Starting from
Available Dates
No other dates are available.

