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Lesser Antilles Small Ship Cruises

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Explore the top-rated Lesser Antilles small ship cruises below.  Adventure Life works with the top-rated small ship cruise lines visiting Bridgetown, Soufriere, Gustavia, St. Georges, and Tobago Cays, and we help match you with the perfect small ship and cruise itinerary for your specific tastes and needs. There are countless advantages to exploring on a small ship cruise versus a large cruise ship including avoiding crowds and being able to visit and explore smaller ports and scenic shorelines that large ships simply cannot access. The cost of Lesser Antilles small ship cruises start at $1,600 for a trip of 8 to 29 days in 2024. Tell us about your dream Lesser Antilles small ship cruise and our team of travel planners will help you make it a reality.  
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    • Lesser Antilles
Mountains by the ocean in St Lucia
$5,055
EXPLORE

On the Sunny Side of Life

Philipsburg Roundtrip - 8 Day Itinerary aboard Sea Cloud
  • Visit the port town of Philipsburg
  • Experience St. Barthélemy
  • Explore the town of Terre-de-Haut
  • Tour around Dominica
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
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. Admire the Caribbean's …
Cruise Details
0
White Sand Beach in Barbados
$1,660
Savings
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:
Relaxed
Join the Royal Clipper on this 8-day cruise through theGrenadine 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
Dock going out into the crystal blue ocean
$1,660
EXPLORE

Classic Yachtsman Caribbean

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
Starts / Ends:
St. John's / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing
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
0
Boats Moored to the Quay at Bridgetown Harbour
$4,440
EXPLORE

Barbados to Panama

15 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Starts / Ends:
Bridgetown / Balboa
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
0
Play on the famously beautiful beaches of St. Barth's
$11,095
EXPLORE

Enjoy Caribbean Rhythms at the Turn of the Year

Caribbean: Round-trip Philipsb - 15 Day Itinerary aboard Sea Cloud
  • Snorkel the famed Virgin Gorda
  • See luxurious St. Barthelemy
  • Explore the culture of Grenada
  • Admire beautiful St. Lucia
Starts / Ends:
Philipsburg / St. Barth
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Explore the best of the Caribbean on this round-trip cruise from Philipsburg aboard the Sea Cloud sailing ship. From the charming Dutch Colonial port town of Philipsburg, make your way to the British Virgin Islands. Snorkel the famed baths, or simply relax on the white sandy beaches before sailing …
Cruise Details
0
Learn about the history of the Caribbean
$6,614
Savings
EXPLORE

Embracing Inner Spirit and Thriving Caribbean Cruise

Saint Martin to Barbados - 8 Day Itinerary aboard SH Vega
  • Explore Philipsburg, Sint Maarten
  • Discover the town of Gustavia
  • Explore the village of Deshaies
  • Admire the Pitons in Soufriere
  • Discover Saint-Pierre, Martinique
  • Explore Bridgetown, Barbados
Starts / Ends:
Philipsburg / Bridgetown
Activities:
Archaeological Site Visits, Kayaking, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Experience the best of the Caribbean with this 8-day itinerary. Start your trip in Philipsburg, Sint Maarten, and soak in the vibrant atmosphere of this Dutch capital. Enjoy the lively beachfront establishments, excellent shopping, and stunning beaches like Great Bay and Little Bay. In Gustavia, …
Cruise Details
0
Pink beach huts in the Caribbean
$1,660
Savings
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:
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
0
Tropical Caribbean Beach in Martinique
$1,660
EXPLORE

Windward Islands Christmas Cruise

8 Day Itinerary aboard Royal Clipper
  • Discover lush St. Lucia Island
  • Enjoy Trafalgar Falls
  • Visit Falmouth Harbour, Antigua
  • View sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
The 439-foot Royal Clipper is the ultimate sea-going experience for sail cruising enthusiasts, combining the grandeur, adventure, and tradition of sailing with the superior service, amenities, and accommodations of the finest modern yacht. Swim and snorkel in the Caribbean Sea's pristine …
Cruise Details
0
Beautiful beach in Dominica
$1,600
Savings
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:
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
0
Tropical waterfall and turquoise pool in lush forest
$1,600
Savings
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:
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
0
Soufriere bay, St Lucia
$5,020
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Bellot
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Bellot on this 9-day cruise combining long, white-sand beaches and the laid-back Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit …
Cruise Details
0
Mountains by the ocean in St Lucia
$5,090
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Dumont-d'Urville
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Dumont-d'Urville on this 9-day cruise combining long, white-sand beaches and the laid-back Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its …
Cruise Details
0
Explore beautiful Jost van Dyke
$10,295
EXPLORE

Christmas Caribbean Style

15 Day Itinerary aboard Sea Cloud II
  • Explore Martinique
  • Discover St. George's in Grenada
  • Experience Bequia
  • Sail through the Sir Francis Drake
Starts / Ends:
Fort de France / Fort de France
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Embark on a 15-day Caribbean cruise aboard the Sea Cloud II. Discover Fort-de-France in Martinique, offering lush rainforests in the north and golden bays in the south, along with vibrant Creole culture. Explore Grenada's stunning beaches, spice plantations, and waterfalls. Snorkel amidst …
Cruise Details
0
Relax on the beaches of St. Maarten
$4,395
EXPLORE

Sun-blessed Islands of Serenity

Roundtrip St. Maarten - 9 Day Itinerary aboard Sea Cloud Spirit
  • Discover Lesser Antilles
  • Explore Bequia and Îles de Saintes
  • Discover St. Lucia
  • Experience water sports
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Snorkeling, Stand Up Paddle Boarding
Activity Level:
Relaxed
On this 9-day cruise roundtrip to St. Maarten aboard Sea Cloud Spirit, start your adventurein the captivating Lesser Antilles, where nature's beauty reigns supreme and adventure awaits. The following evening, head to a secluded spot to savor an unforgettable sunset, distant volcanoes, and the …
Cruise Details
0
Pelicans hanging out in the ocean
$11,590
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon.Join thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
Cruise Details
0
Relax on the shores of the Caribbean
$6,050
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Vieux Fort - Vieux Fort - 9 Day Itinerary aboard Le Bellot
  • Visit UNESCO World Heritage sites
  • Discover archipelagos of Caribbean
  • Explore landscapes of Indian river
  • See Mayreau's fishes and corals
Starts / Ends:
Les Saintes / Bridgetown
Activities:
Land & Sea Exploration, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Sail on this 9-day Caribbean Windward Islands cruise with Smithsonian Journeys aboard Le Bellot. Begin the cruise on Portsmouth, a mountainous island where inland rivers and nature trails provide a glimpse into the intriguing flora and fauna of the island. Continue north to Les Saintes, a small …
Cruise Details
0
Bridgetown, Barbados
$2,770
EXPLORE

Eastbound Atlantic Ocean Crossing

Bridgetown - Lisbon - 17 Day Itinerary aboard Royal Clipper
  • Explore the east coast of Barbados
  • Discover the Azores history
  • Visit the Alfama
Starts / Ends:
Bridgetown / Lisbon
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Join Royal Clipper on this 17-day Eastbound Atlantic Ocean Crossing cruise from Bridgetown to Lisbon. Discover the east coast of Barbados, the isolated beaches, and the red sands that blew across the Atlantic from the Sahara. Then sail to the Azores, who long played host to transatlantic yachtsmen, …
Cruise Details
0
Explore colorful Gustavia
$8,890
Savings
EXPLORE

West Indies Island Hopping

Roundtrip San Juan - 8 Day Itinerary aboard Emerald Sakara
  • Explore Puerto Rico
  • Discover Vieques Island
  • Experience Virgin Gorda
  • Explore St. Barths
  • Explore Jost Van Dyke
Starts / Ends:
San Juan / San Juan
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Embark on this 8-Day West Indies Island Hopping adventure aboard the Emerald Sakara. Departing and arriving from San Juan, this Caribbean cruise takes on a thrilling journey to some of the most breathtaking islands in the region. From the sun-kissed white sand beaches and marine-rich azure waters …
Cruise Details
0
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