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 (47 Results)
Show Filter

1-18 of 47 Results
  • Length
    to
  • Price
    to
  • Start Date
    OR, More specific start
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Lesser Antilles
St George's Harbor - Grenada
$3,400
EXPLORE

Pearls of the Caribbean

8 Day Itinerary aboard Le Champlain
  • See UNESCO World Heritage Sites
  • Discover the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Martinique / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Whale Watching, Wildlife Viewing
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
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
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
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
St. Martin, Caribbean
$2,999
EXPLORE

Marigot to Marigot

8 Day Itinerary aboard SeaDream I
  • Visit Coconut Grove beach
  • Hike along the Crispeen Track
  • Explore the waters of Les Saintes
  • Dive in St. Bart's waters
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Hiking, Kayaking, 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. Shop at 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
The Pitons of St. Lucia
$3,860
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
Sea turtle
$3,899
EXPLORE

Round-trip Bridgetown via St. Lucia

9 Day Itinerary aboard SeaDream I
  • Helicopter ride across St Lucia
  • Enjoy a catamaran ride to Mustique
  • Discover the Southern Grenadines
  • Kayak at the Caribbean
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Sun and sand are yours on this exceptional 9-day round-trip Barbados cruise. Begin your island journey in Bridgetown and make your way to the beautiful Rodney and Soufriere Bays, Port Elizabeth, and the stunning Canouan and Union Islands. Disembark daily to explore colorful markets and snorkel, …
Cruise Details
Pink beach huts on tropical Antigua island
$1,500
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore lush St. Lucia Island
  • Hike to Trafalgar Falls
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Activities:
Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
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
Bright blue waters of the Caribbean
$1,500
EXPLORE

Grenadines

8 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Take in Grenada's unique aromas
  • Snorkel in Tobago Cays
  • Admire Bequia's waterfront
Activities:
Sailing Schooner, Scuba Diving, Snorkeling
Activity Level:
Relaxed
Experience tropical life with a refined twist on this incredible 8-day cruise aboard the tall ship Royal Clipper. Lush mountains, rain forests, volcanic crater lakes, mangroves, beautiful beaches, and delicate coral reefs are hallmarks of this coveted destination. Enjoy a wonderful journey of …
Cruise Details
Dock going out into the crystal blue ocean
$1,500
EXPLORE

Antigua to Barbados

8 Day Itinerary aboard Royal Clipper
  • Enjoy Grenada's unique aromas
  • Discover Falmouth Harbour, Antigua
  • Enjoy the beach in ÎIes des Saintes
  • Explore lush St. Lucia Island
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Swim and snorkel amidst the beautiful, pristine waters of the Caribbean Sea on this 8-day expedition aboard Royal Clipper. Sail away from your everyday life and find tropical bliss in the islands. From the stunning drama of the spectacular Pitons at St. Luciato the captivating charm of Les Saintes, …
Cruise Details
Beautiful beach in Dominica
$1,440
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, Scuba Diving, 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
Dock going out into the crystal blue ocean
$2,800
EXPLORE

Grenada Round Trip

14 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night
  • Learn to raise the ship's sails
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. This fabulous 14-day voyage offers you an authentic sailing experience giving you the chance to learn how to raise the sails, take a turn at the helm, or just relax on deck! …
Cruise Details
Tropical waterfall and turquoise pool in lush forest
$1,440
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
Activities:
Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
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
The beautiful waters of the Caribbean
$1,799
EXPLORE

St. Maarten Round Trip

7 Day Itinerary aboard Mandalay
  • Watch the sunrise from the deck
  • Snorkel in crystal waters
  • Enjoy lunch ashore
  • Join in on the Mandalay Masquerade
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board the S/V Mandalay for a once-in-a-lifetime experience that fewothers ever see or even dream of. Partake in raising the sails, take a turn at the helm, or just enjoy the winds of the Caribbean sea filling the sails with new friends aboard. The choice is yours! Visit locations such asSt. …
Cruise Details
Caribbean beach bar
$1,799
EXPLORE

British Virgin Islands

7 Day Itinerary aboard Mandalay
  • Look for bird life
  • Snorkel in crystal waters
  • Gaze at the night sky
  • Relax with your favorite book
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board the S/V Mandalay in Tortola to St. Maarten for a 7-day Caribbean sailing adventure. Besides being one of the most scenic islands in the Caribbean, Tortola offers a decidedly cultural and historical side. Visit a selection of islands including , Anguilla, Jost Van Dyke, Norman Island, Peter …
Cruise Details
The Pitons in St Lucia
$1,649
EXPLORE

Sail to St. Lucia

7 Day Itinerary aboard Mandalay
  • Enjoy morning coffee at sunrise
  • Snorkel & swim in Caribbean waters
  • Sip a rum swizzle
  • Relax on the top deck
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the S/V Mandalay crew on this 7-day roundtrip sailing adventure starting and ending in St. Lucia, an island known for its beaches and reef-diving sites. Enjoy the winds of the Caribbean, take a turn at the helm, and partake in raising the vessel sails. Experience daily island visits for …
Cruise Details
1-18 of 47 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News