Have questions? We're here.
Wander the white-sand beaches of St. Johns on your Virgin Islands cruise

Lesser Antilles Small Ship Cruises

Travel made your way ™
Talk with an expert
Customize any aspect of your Caribbean trip. 1.406.541.2677
Help Me Plan My Trip
Talk with an expert Ask a Question
Take a cruise to the Lesser Antilles visiting the islands of Grenada, the Grenadines, the Virgin Islands, St. Lucia, San Maarten, and beyond. Snorkel, swim, and sail around numerous Caribbean Islands while relaxing on pristine sunny beaches as you meet friendly locals. Contact Adventure Life's Caribbean cruise experts for help designing the perfect cruise to the Lesser Antilles.

Top Lesser Antilles Caribbean Cruises for 2020

Explore beautiful Jost van Dyke
Caribbean: Philipsburg to Bridgetown
Philipsburg to Bridgetown
11 Days from $7,985
Join the Sea Cloud on this fantastic 11-day cruise exploring Caribbean hot spots. Visit the colorful small cities and the exceptional beaches this archipelago is famous for as you sit back and relax while sailing one of the most exclusive regions in the world!
Explore colorful Gustavia
Caribbean: Round-trip Bridgetown via Guadeloupe
Bridgetown to Bridgetown
11 Days from $7,985
Join the Sea Cloud on this 11-day sailing adventure from Bridgetown, Barbados. Clear your mind in this paradisaical destination that mixes adventure and relaxation perfectly.
Beach, harbor and village of Terre-de-Haut
Caribbean: Bridgetown to Bridgetown
Bridgetown to Bridgetown
12 Days from $7,945
Join the Sea Cloud on this 12-day sailing adventure from Bridgetown, Barbados. Clear your mind in this paradisaical destination that mixes adventure and relaxation perfectly.
Relax on the shores of the Caribbean
Bridgetown Round-trip
Bridgetown to Bridgetown
10 Days from $4,400
Discover the Caribbean on this 10-day sailing adventure. Visit the colorful small towns and exceptional beaches this archipelago is famous for as you sit back and relax aboard the Silver Whisper while sailing in one of the most exclusive regions in the world.
Beautiful beach in Dominica
Leeward Islands
8 Days from $2,240
The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Nevis, Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches or hike to the tropical mountaintops.
Caribbean beach bar
Caribbean: Round-trip Bridgetown via Bequia
Bridgetown to Bridgetown
8 Days from $5,595
Discover the Caribbean on this 8-day sailing adventure. Delight yourself with the perfect Barbados weather, visit Man-o-War Bay, St. George, Chatham Bay, Port Elizabeth and more on this once-in-a-lifetime cruise aboard the Sea Cloud.
Stroll along the beautiful beaches of the Caribbean
Caribbean: Round-trip Philipsburg
Philipsburg to Philipsburg
8 Days from $5,555
Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg hang in the air wherever you go.
The charming streets of Colonial Caribbean
Caribbean: Bridgetown to Bridgetown
Bridgetown to Bridgetown
8 Days from $5,555
Join the Sea Cloud on this amazing 8-day cruise to the Caribbean. Visit Barbados, Grenada, Union Island, St Lucia, Bequia, and more!
St George's Harbor - Grenada
Pearls of the Caribbean
Fort de France to Fort de France
8 Days from $3,400
Join the Le Champlain on its 8-day sailing expedition to explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!
Soufrière Bay, Saint Lucia
Pearls of the Caribbean
Fort de France to Fort de France
8 Days from $3,790
Join the Le Champlain on its 8-day sailing expedition to explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!

Top Cruise Deals to the Lesser Antilles for 2020

Trip NameSaveFromDaysNext DepartureSummary
Sailing the CaribbeanSavings$89908Feb 14, 2020Experience the Caribbean in the most authentic way under the 30 white sails of Sea Cloud on this 8-day round trip cruise of Barbados. As you delight …
Ocean Voyage: Fort-de-France - Ponta DelgadaSavings$21109Mar 28, 2020Board Le Champlain for an ocean voyage on this 9-day cruise, from sea to sea, or from continent to continent. A few times a year sea lovers, …
Sail the Caribbean - from St. Maarten to BridgetownSavings$829512Mar 16, 2020Board the Sea Cloud II cruise ship for a 12-day Caribbean cruise where you will be able to explore the numerous beautiful beaches between St. Maarten …

Go to Caribbean Tours & Cruises

Caribbean Travel Guide

Favorite Caribbean Tours & Cruises

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News
CatalogPlan My Trip
Tilly Cantor employee headshot
Tilly C
Make an Inquiry
We love travel, talk with an expert 1.800.344.6118