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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 11 tours hand-selected by the travel experts at Adventure Life. Explore the best of Bridgetown, Gustavia, Falmouth, Iles des Saintes, and Tobago Cays during February 2026 as you enjoy cruises, snorkeling, small ship sailing, small ship cruises, and luxury. Prices for trips in February 2026 range from $1,640 to $62,480 for a vacation of 8 to 15 days. Choose any of the below 11 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

Barbados to Barbados - 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
St Barts harbor view
$7,990
2-for-1
EXPLORE

Caribbean Yachting Discovery

St John's - San Juan - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Barbuda's pink beaches
  • Discover Deshaies’ architecture
  • Visit Gustavia’s charming boutiques
  • Experience Virgin Gorda’s baths
Starts / Ends:
St. John's / San Juan
Activities:
Hiking, Local Market Visits, Urban Exploration
Activity Level:
Variable
Embark on an 8-day cruise aboard the Emerald Azzurra, beginning in Antigua, an island celebrated for its rich history and stunning beaches. Sail to Barbuda, where tranquil pink-sand beaches and crystal-clear waters await. Explore Iles des Saintes, a picturesque archipelago renowned for its …
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
Enjoy the beautiful blue Caribbean
$21,340
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Variable
Join this 15-day cruise starting in Marigot aboard the Emerald Sakara. Discover Anguilla, a low-lying paradise renowned for its pristine white-sand beaches and vibrant coral reefs. Marvel at the historic UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and uncover the charm of Bequia …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$7,590
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulphur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard the Emerald Sakara, exploring the best of the Caribbean. Sail from Marigot, Saint Martin, to Anguilla, known for its stunning white-sand beaches and vibrant coral reefs. Continue to Gustavia in Saint Barthélemy, where French and Caribbean cultures …
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
$7,990
2-for-1
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
Explore colorful Gustavia
$7,990
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Sakara
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on this 8-day Caribbean cruise aboard the Emerald Sakara, beginning in Barbados. Relax with a rejuvenating mud bath or soak in the therapeutic hot springs of Soufriere. Explore the UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and unwind on the serene beaches of Iles des Saintes. …
Cruise Details
0
Relax on the shores of the Caribbean
$15,180
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Variable
Set sail on a 15-day Caribbean cruise, beginning in Bridgetown aboard the Emerald Sakara. Explore Port St. Charles, a picturesque marina with breathtaking views of the aquamarine Caribbean Sea, and savor the tranquility of Bequia Island, a serene haven untouched by bustling tourism. Journey through …
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
1-11 of 11 Results
TrustScore 4.8 | 404 reviews
TrustScore 4.8 of 5
total score
Based on 404 reviews on
review score
23 hours ago
Franny has been such an amazing help with all my trip planning. This is our 3rd trip to plan with her and she is always so willing to assist and find the best deals for my family and friends.
Suzanne Turbyfill
review score
3 days ago
Our advisor at Adventure Life, Mary Curry, was knowledgable and quick to respond with answers to any questions we had. She made our booking efficiently and set up a time for us to make a secure payment through her directly. We’ve used Adventure Life repeatedly and would definitely recommend it.
Sarika FREY
review score
3 days ago
Very efficient and responsive.
Patricia
review score
4 days ago
I selected Adventure Travel as I was not satisfied with the responsiveness of the agent for the cruise I was trying to book and it had good recommendations. So far, I am quite happy with my agent, Betty, very responsive and accommodating.
charles
review score
4 days ago
Jess was great. Our plans changed and we had to make some adjustments and she was super helpful. Finding us a cost-effective alternative to our original trip plan.
Glenn

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