Have questions? We're here.
Famous colorful huts in Barbados

Lesser Antilles Cruises & Travel

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 sailboat cruise to the Lesser Antilles and Windward Islands visiting the islands of Grenada, the Grenadines, the Virgin Islands, St. Lucia, San Maarten, and beyond. Snorkel, swim and sail around numerous Caribbean 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.
Filter & Sort (109 Results)
Show Filter

1-18 of 109 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Lesser Antilles
Relax on the shores of the Caribbean
$4,400
EXPLORE

Bridgetown Round-trip

10 Day Itinerary aboard Silver Whisper
  • Explore Bridgetown
  • Visit St.Georges, the Isle of Spice
  • Stroll through Oranjestad
  • Discover Willemstad
  • Admire Bequia's virgin beaches
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
If it is vibrant color from turquoise seas to lush verdure that you want, then look no further than the Caribbean. Hop from one island to the next, taking in Grenada’s spicy scents, Aruba’s pastel architecture and St. Lucia’s gleaming beaches. Set against a canopy of palm trees …
Cruise Details
Beautiful beach in Dominica
$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
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
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 amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
Soufrière Bay, Saint Lucia
$3,790
Savings
EXPLORE

Pearls of the Caribbean

8 Day Itinerary aboard Le Champlain
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 8-day cruise combining long, white-sand beaches and the easy Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit …
Cruise Details
St George's Harbor - Grenada
$3,400
Savings
EXPLORE

Pearls of the Caribbean

8 Day Itinerary aboard Le Champlain
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 8-day cruise combining long, white-sand beaches and the easy Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit …
Cruise Details
Clear water in the bay
$3,730
EXPLORE

Jewels of the Caribbean

9 Day Itinerary aboard Le Champlain
  • Visit Brimstone Hill Fortress
  • Admire stunning white-sand beaches
  • Discover Dominica Island
  • Swim across the Caribbean waters
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail toSt. Kitts, a volcanic island with fine sandy beaches and rich colonial heritage. DiscoverSaint-Martin, a small cosmopolitan island that is half-French, half-Dutch. Further west, between the Lesser Antilles and the Greater Antilles,the British Virgin Islandswill offer you idyllic …
Cruise Details
Explore colorful St. Kitts
$8,199
EXPLORE

Charlotte Amalie to Marigot via St. John

8 Day Itinerary aboard SeaDream II
  • Relax on St. Thomas' beaches
  • Scuba dive the waters of Nevis
  • Swim with dolphins at Anguilla
  • Explore the town of Marigot
Starts/ Ends in:
Charlotte Amalie / Marigot
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Explore the Caribbean on this incredible journey full of opportunities for you to discover these beautiful islands by sea or land exploration. Shop in the luxury boutiques of Marigot,the main town and capital on the French side of Saint Martin. Snorkel the crystal clear waters of the famed Baths of …
Cruise Details
A snorkeler walking along a white sandy beach.
$3,499
EXPLORE

Round-trip Charlotte Amalie via St. John

8 Day Itinerary aboard SeaDream I
  • Enjoy scenic views at St. Thomas
  • Hike and snorkel at Norman Island
  • Visit glamorous St. Barths
  • Enjoy incredible food on board
Starts/ Ends in:
Charlotte Amalie / Charlotte Amalie
Activities:
Biking, Hiking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Explore the Caribbean on this wonderful 8-day cruise that mixes adventure and relaxation perfectly, giving you the opportunity to join some unique land excursions. Enjoy an epic trip to The Baths, anddiscover thisintriguing group of sea caves and unusual rock formations spectacularly set on an …
Cruise Details
Islands of the Caribbean
$4,655
EXPLORE

Caribbean: Bridgetown - Bridgetown

8 Day Itinerary aboard Sea Cloud II
  • Explore the Argyle Waterfall
  • Discover Grenada Island
  • Swim in the Tobago Cays
  • Visit Old Hegg Turtle Sanctuary
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Visit the laid-back Caribbean and discover the pearls of the Lesser Antilles and the Grenadines. Start your adventure atBridgetown, Barbados and stroll down its historic center, with colonial architecture surrounding Trafalgar Square. VisitGrenada, a paradisiacal spotblessed with around 45 …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$3,299
EXPLORE

Charlotte Amalie to Charlotte Amalie

8 Day Itinerary aboard SeaDream II
  • Ride a jet above St. Thomas
  • Visit The Baths at Virgin Gorda
  • Enjoy the ambience of White Bay
  • Hike Saba's Crispeen Track
Activities:
Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Join the SeaDream l on the journey of a lifetime across the Caribbean, starting and ending at the incredible island of St.Thomas and exploring this wonderful archipelago. Ecologically and culturally recognized for its pure beauty, this magical destination is among the world’s most …
Cruise Details
Islands of the Caribbean
$3,399
EXPLORE

Bridgetown to Bridgetown

8 Day Itinerary aboard SeaDream II
  • Discover Bridgetown's beaches
  • Relax and enjoy luxurious amenities
  • Hike to Saltwhistle Bay in Mayreau
  • Visits Tobago Cays Marine Park
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Hiking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
This 8-day Caribbean cruise takes you through Saint Lucia, Bequia, Grenada, Barbados, and more. Rich in natural beauty, fascinating history, and brilliant culture, these islands are sure to delight. Get a taste of the Caribbean culture while exploring some of the most beautiful islands in the …
Cruise Details
Mayreau Island, St Vincent and Grenadines
$3,099
EXPLORE

Bridgetown to Bridgetown via Bequia

8 Day Itinerary aboard SeaDream I
  • Explore unspoiled Canouan Island
  • Visit Union Island
  • Snorkel at Tobago Cays
  • Discover Mayreau
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Biking, Helicopter Tour, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Enjoy some water sports, relax on one of the most beautiful beachesin the world, or hike through magical landscapes on this 8-day adventure sailing across the Caribbean. Visit Pigeon Island National Park, witness the ruins of military buildings, and discover the signature Caviar Splash and Beach …
Cruise Details
Famous colorful huts in Barbados
$3,299
EXPLORE

Bridgetown to Bridgetown

8 Day Itinerary aboard SeaDream II
  • Discover Bridgetown's beaches
  • Visits Tobago Cays Marine Park
  • Play water sports at St. George
  • Hike to Saltwhistle Bay in Mayreau
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the many facets of the Caribbean on this exclusive 8-day expedition. Enjoy a slow panoramic ride alongBequia'scoast while a knowledgeable guide points out where the luxurious houses of the rich and famous can be seen.Discover an intimate cluster of five uninhabited islands, heavenly …
Cruise Details
Promenade in Bridgetown, Barbados
$2,999
EXPLORE

Marigot to Bridgetown

8 Day Itinerary aboard SeaDream I
  • Discover St. Lucia
  • Visit the Moon Hole at Bequia
  • Relax at Mustique
  • Experience Iles des Saintes
Activities:
Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level:
Relaxed
This unique cruise mixes relaxation and adventure perfectly! Explore the Caribbeanwhile you enjoy incredible views of the islands on this 8-day expedition aboard the SeaDream I. VisitPort Elizabeth, well known for its reefs and long silvery stretches of beach. Among the first things you notice are …
Cruise Details
A dolphin jumps out of the water
$2,999
EXPLORE

Marigot to Marigot

6 Day Itinerary aboard SeaDream I
  • Relax on beautiful beaches
  • Dive in pristine Caribbean waters
  • Hike or bike around the islands
  • Join exciting optional excursions
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Zip Line
Activity Level:
Relaxed
Explore the Caribbean on this incredible journey full of land adventures for you to discover the islands from sea or land. Embark in Marigot,the main town and capital on the French side of Saint Martin, an area well known for its elegant stores with the latest in European designer fashions and fine …
Cruise Details
Portsmouth, Dominica
$2,999
EXPLORE

Marigot to Bridgetown via Antigua

9 Day Itinerary aboard SeaDream I
  • Hike to Saltwhistle Bay, St Vincent
  • Fish at St. Martin
  • Discover spectacular natural beauty
  • Enjoy Saint Lucia
Starts/ Ends in:
Marigot / Bridgetown
Activities:
Biking, Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level:
Relaxed
On this once-in-a-lifetime Caribbean adventure, navigate across the Indian River, explore Cabrits National Park, enjoy the quiet village ofFalmouth, and discoverthe beauty and versatility of this exclusive landscape well known for its colonial houses, cafés and bistros, pastry shops, and …
Cruise Details
Deep blue waters await you on your Caribbean cruise
$3,299
EXPLORE

Marigot to Marigot via Anguilla

6 Day Itinerary aboard SeaDream II
  • Swim with dolpins at Sandy Ground
  • Visit the famous St. Barts
  • Enjoy Antigua's beaches
  • Discover St. Martin
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Fishing, Hiking, Horseback Riding, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level:
Relaxed
Explore the Caribbean and enjoy the opportunity to tee off, swim with dolphins, or bike around the islands. Relax on the glamorous white sand beaches of St. Barts or participate in custom designed land adventures including snorkeling, scuba diving, land rover safari, and zip-lining. For guests …
Cruise Details
Beautiful beach in Dominica
$3,199
EXPLORE

Charlotte Amalie to Bridgetown

8 Day Itinerary aboard SeaDream II
  • Explore highlights of St. Thomas
  • Shop at Charlotte Amalie
  • Hike to Saltwhistle Bay in Mayreau
  • Discover Bridgetown's beaches
Starts/ Ends in:
Charlotte Amalie / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the Sea Dream on this incredible 8-day cruise. Sail across the Caribbean enjoying all the treasures of this magical region. Visit the U.S. Virgin Islands, blessed with many beautiful beaches and bays, fine anchorages, and verdant hills. Sail to St Martin and visit the city of Marigot. Explore …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$3,199
EXPLORE

Charlotte Amalie to San Juan

7 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Hike & enjoy Saba's natural beauty
  • Snorkel at Jost van Dyke
  • Hike & snorkel at Norman Island
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the Sea Dream II on this 7-day cruise. Depart from charming Charlotte Amalie to sail across the Caribbean, enjoying the natural and cultural treasures of this region. Snorkel around the Virgin Islands, hike the Dutch Antilles, or simply relax on the beaches of the French West Indies. With …
Cruise Details
1-18 of 109 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News