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Top Lesser Antilles Trips & Tours in February 2026

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Discover Lesser Antilles in February 2026 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of Bridgetown, Tobago Cays, Mayreau, Gustavia, and Falmouth during February 2026 as you enjoy snorkeling, cruises, small ship cruises, and small ship sailing. Prices for trips in February 2026 range from $1,640 to $32,040 for a vacation of 8 to 9 days. Choose any of the below 6 itineraries in February 2026 and customize it when you contact one of Adventure Life's expert Lesser Antilles trip planners.
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    • Lesser Antilles
White Sand Beach in Barbados
$1,700
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Variable
Join the Royal Clipper on this 8-day cruise through the Grenadine Islands. Embark on an interesting adventure, visiting towns full of contrasts, Bridgetown, Barbados. Then, call on one of the islands of Grenadine, for a blissful, laid-back beach day. From the horseshoe-shaped Carenage at St. …
Cruise Details
0
Pink beach huts in the Caribbean
$1,700
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore beaches in Barbados
  • See lush island of St. Lucia
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest
$1,640
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
0
Relax on the beaches of St. Maarten
$1,640
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Embark on an 8-day cruise aboard the Star Flyer. With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this unique region, …
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
$7,190
EXPLORE

Grenadines & Windwards Yachting

8 Day Itinerary aboard Emerald Sakara
  • Discover Bequia’s secluded beaches
  • Savor Caribbean dining experiences
  • Snorkel Tobago Cays' waters
  • Admire panoramic views from Mayreau
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Snorkeling
Activity Level:
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Set sail from Bridgetown, Barbados, and discover stunning destinations across the Caribbean Sea. Visit Port St. Charles in Barbados, where glassy blue waters invite swimming, sailing, and snorkeling. Explore Kingstown, the capital of …
Cruise Details
0
Relax on the shores of the Caribbean
$6,320
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Vieux Fort - Fort-de-France - 9 Day Itinerary aboard Le Bellot
  • Visit UNESCO World Heritage sites
  • Visit Portsmouth, Dominica
  • Explore Les Saintes, Guadeloupe
  • See Mayreau's fishes and corals
Starts / Ends:
Les Saintes / Bridgetown
Activities:
Land & Sea Exploration, Small Ship Cruises, Snorkeling
Activity Level:
Variable
Embark on a 9-day cruise through the Caribbean aboard Le Bellot, tailored for travelers seeking cultural immersion. Start in Vieux Fort, St. Lucia, and see the UNESCO-listed Gros and Petit Pitons. Sail to Portsmouth, Dominica, to explore landscapes and local chocolate. Continue to Les Saintes, …
Cruise Details
0
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