Have questions? We're here.
Clear waters of the Caribbean sea

Best Small Ship Caribbean Cruises

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
Filter & Sort (121 Results)
Show Filter

91-108 of 121 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Soufriere bay, St Lucia
$3,800
EXPLORE

Bridgetown to Bridgetown

10 Day Itinerary aboard Silver Whisper
  • See the pastel colors of Road Town
  • Admire Martinique's landscapes
  • Visit Grenada, the Isle of Spice
  • Explore markets in Port Elizabeth
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Spa & Relaxing, Wine Tasting
Activity Level:
Relaxed
Traverse the Caribbean’s shallow, sparkling waters, and tick off envied destinations at the same time! The swaying palms of Castries will set the scene for the next 10 days that will see colorful streets in Road Town, chic boutiques in St. Barts, volcanic slopes in St. Kitts, and sprawling …
Cruise Details
Charlotteville, Tobago
$6,380
EXPLORE

Adventure in Orinoco

13 Day Itinerary aboard Le Dumont-d'Urville
  • Discover picture-perfect landscapes
  • Observe endemic wildlife
  • Enjoy Charlotteville
  • Experience Barbados┬┤ beauty
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Spa & Relaxing, Wildlife Viewing
Activity Level:
Relaxed
Leaving from Martinique, head in the direction of the beautiful island of Saint Lucia.Close to the Soufrierevolcano, you will be enchanted by the two emblematic rocky pitons, Unesco World HeritageSites, which form the backdrop to the island.Then discover the idyllic beaches of Saint Vincent and the …
Cruise Details
Spectacular views over the crater lake
$3,299
EXPLORE

Bridgetown to Lisbon

13 Day Itinerary aboard SeaDream I
  • Sit back and relax on board
  • Discover tranquility offshore
  • Enjoy perfect views of Lisbon
  • Visit the Azores
Starts/ Ends in:
Bridgetown / Lisbon
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Crossing the Atlantic in a small ship is an experience that leaves a lasting impression. For 13 days sail across the Atlantic Ocean, making your way from Barbados to the enchanting city of Lisbon. Sit back and relax, surrounded by vast horizons and perfect tropical weather conditions as you leave …
Cruise Details
Famous colorful huts in Barbados
$2,699
EXPLORE

Bridgetown to Malaga

13 Day Itinerary aboard SeaDream I
  • Discover historical Malaga
  • Sail from the Old to the New World
  • Take in the fresh ocean breeze
  • Relax and enjoy luxurious amenities
Starts/ Ends in:
Bridgetown / Malaga
Activities:
Small Ship Cruise, Wine Tasting
Activity Level:
Relaxed
Follow the route Columbus took across the Atlantic as you set sail for new horizons on a voyage of discovery. Join this 13-day offshore adventure, ideal for those wishing to spend time at sea and enjoy some incredible sunset views. A transatlantic cruise experience is certainly one of the most …
Cruise Details
Promenade in Bridgetown, Barbados
$2,450
EXPLORE

Transatlantic: Barbados to Lisbon

17 Day Itinerary aboard Royal Clipper
  • Explore stunning Barbados
  • Visit Sao Miguel Island
  • Enjoy some incredible days onboard
  • Discover Lisbon's history
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Relish in the time-out-of-mind sensation of watching the water slip under the bow, or gaze at an infinite sea, feeling the steadying power of the sails as they capture the energy of the wind and thrust your ship through the expanse of the Atlantic Ocean. Start your adventure in the tropical …
Cruise Details
Tropical Caribbean Beach in Martinique
$3,420
EXPLORE

Fort Lauderdale to Bridgetown

11 Day Itinerary aboard Silver Whisper
  • Admire Port Elizabeth on Bequia
  • Visit St. George's Harbor
  • Admire Martinique's landscape
  • Visit Jost Van Dyke's beaches
Starts/ Ends in:
Fort Lauderdale / Bridgetown
Activities:
Small Ship Cruise, Village Visit
Activity Level:
Relaxed
Embark in Fort Lauderdale, Florida and set sail for the Caribbean. Enjoy the spectacular pastel colors while sailing into the sun along famous pirate routes. Travel to Puerto Rico's capital San Juan, with its old colonial streets,Jost Van Dyke,Antigua's capital, Fort-de-France, the small …
Cruise Details
St Barth Island, Caribbean
$3,299
EXPLORE

San Juan to Marigot

8 Day Itinerary aboard SeaDream II
  • Stroll in the city of San Juan
  • Relax in Gustavia
  • Visit Chrishi Beach Club
  • Explore the city of Marigot
Starts/ Ends in:
San Juan / Marigot
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Cruise is best for people who want to travel to different destinations and discover new things. Be comfortable with the luxurious service that SeaDream II offers. Please be reminded to bring your camera with you to capture every moment on this 8-day voyage. The journey begins in Puerto Rico then …
Cruise Details
Anguilla, British Virgin Islands
$2,999
EXPLORE

San Juan to Charlotte Amalie via St. Kitts

8 Day Itinerary aboard SeaDream I
  • Visit the beaches of St. Thomas
  • Explore Diamond Cay
  • Enjoy a unique dolphin encounter
  • Dive along the coast of St. Barts
Starts/ Ends in:
San Juan / Charlotte Amalie
Activities:
Biking, Hiking, Horseback Riding, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level:
Relaxed
Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise. See the fascinating islands of the area, including St. Thomas, Tortola, and Anguilla.Swim and snorkel in one of the most incredible landscapes in the world! Join optional excursions such as an exclusive horseback …
Cruise Details
Tropical Caribbean Beach in Martinique
$3,420
EXPLORE

Fort Lauderdale, Florida to Bridgetown

10 Day Itinerary aboard Silver Whisper
  • Visit St. George's Harbour
  • Admire Martinique's landscape
  • See the beauty of St. John's
  • Visit the island of Mayreau
Starts/ Ends in:
Fort Lauderdale / Bridgetown
Activities:
Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
The Caribbean of your dreams comes alive over the next sensational 10 days. Starting with two restful days at sea, get ready to be transported by desert islands crammed with old-world elegance and hilltop views. Travel fromFort Lauderdale to Puerto Rico's capital with the colonial streets of …
Cruise Details
Beautiful beach in Dominica
$3,799
EXPLORE

Marigot to Bridgetown via Anguilla

9 Day Itinerary aboard SeaDream I
  • Enjoy Marigot and its French vibes
  • Discover Iles des Sainte
  • Relax in Gustavia
  • Visit Cabrits National Park
Starts/ Ends in:
Marigot / Bridgetown
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Voyage through the Caribbean on this9-day cruise with SeaDream I. Visit Marigot, themain town, and capital on the French side of Saint Martin.Perhaps it has the most French in spirit of all the cities in the Caribbean. Then tee off at Sandy Ground and swim with the dolphins. The next day, you can …
Cruise Details
Colorful harbor of Bonaire
$4,930
EXPLORE

Between Panama and Martinique

10 Day Itinerary aboard Le Dumont-d'Urville
  • Visit UNESCO World Heritage Sites
  • Discover the Los Roques archipelago
  • Explore the 'spice island'
  • Dive in azure Caribbean waters
Starts/ Ends in:
Colon / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
This 10-day cruise first, succumbs to the charms of the clear waters of Panama andthe San Blas archipelago, composed of more than300islands and cays. Surrounded by palm trees and dugout canoes, you will discoverthe crafts and culture of the Kuna people. LeDumont-d’Urvillewill then sail to the …
Cruise Details
White Sand Beach in Barbados
$4,599
EXPLORE

Bridgetown to Charlotte Amalie, St. Thomas

8 Day Itinerary aboard SeaDream I
  • Explore Barbados
  • Swim and bike at Sandy Ground
  • Relax in the surf at White Bay
  • Enjoy shopping and golfing
Starts/ Ends in:
Bridgetown / Charlotte Amalie
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Fall in love with the crystal waters and islands of the Caribbean on this 8-day adventure aboard the SeaDream I.Begin your journey in Bridgetown, Barbados, and sail to the islands of Guadeloupe,Montserrat, St. Barthsand more! As you explore the island paradise of the Caribbean, disembark daily to …
Cruise Details
White Sand Beach in Barbados
$3,299
EXPLORE

Bridgetown to Marigot

8 Day Itinerary aboard SeaDream II
  • Discover spectacular natural beauty
  • Enjoy the glamour of St. Barts
  • Visit Anguilla's popular beaches
  • Explore the city of Marigot
Starts/ Ends in:
Bridgetown / Marigot
Activities:
Hiking, Small Ship Cruise
Activity Level:
Relaxed
This 8-day journey with SaeDream II is a combination of relaxation and adventure. You can relax in the luxurious ship while sailing and wander to different islands when it anchored off. First stop is in Bequia, the second-largest island of the Grenadines. Once you reach the island,you will notice …
Cruise Details
Beach, harbor and village of Terre-de-Haut
$4,155
EXPLORE

The Caribbean - Bridgetown to Bridgetown

8 Day Itinerary aboard Sea Cloud II
  • Enjoy fine sandy beaches
  • Stroll through Gustavia
  • Visit two extinct volcanoes
  • Explore Trafalgar Square
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Small Ship Cruise
Activity Level:
Relaxed
This 8-day Caribbean cruise explores the eastern Caribbean, taking travelers through the ÎIes des Saintes, St. Barthélemy, Gustavia, Antigua, and more. Rich in natural beauty, fascinating history, and brilliant culture, these islands are sure to delight. Get a taste of the Caribbean …
Cruise Details
Unspoiled beaches and pristine coves in the Caribbean
$2,999
EXPLORE

Charlotte Amalie, St. Thomas to Marigot

8 Day Itinerary aboard SeaDream II
  • Relax at White Bay
  • Relax on beautiful beaches
  • Bike around Gustavia
  • Visit the island of St. Thomas
Starts/ Ends in:
Charlotte Amalie / Marigot
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Explore the Caribbean Islands and discover the magical locations this incredible region has to offer. Relax on the white sandy beaches or enjoy high-end shops and learn about the diverse cultures of the islands on this incredible 8-day cruise. Visit the main ports on a luxury cruise and get to know …
Cruise Details
Panama's turquoise waters
$3,990
EXPLORE

Panama Canal

Panama to St. Maarten - 15 Day Itinerary aboard Star Flyer
  • Admire the colorful San Blas Isl.
  • Discover Cartagena de Indias
  • Explore Jost Van Dyke & Tortola
  • Visit Gustavia, St. Barts
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
A transit of the Panama Canal ranks high on the “wish list” of most small ship cruise enthusiasts. But this travel rite of passage is only one of the highlights of this unique itinerary. Embark at Balboa, Panama, then sail to the vivid colors of the San Blas Islands, undoubtedly the …
Cruise Details
The Southeast Peninsula of Saint Kitts with Nevis in the Background
$2,899
EXPLORE

Marigot to Marigot via St. Kitts

7 Day Itinerary aboard SeaDream I
  • Explore the town of Marigot
  • Visit beaches, resorts and restos
  • Relax on beautiful beaches
  • Hike or bike around the islands
Starts/ Ends in:
Marigot / Marigot
Activities:
Small Ship Cruise, Snorkeling
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 and disembark 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 …
Cruise Details
Sunset over Cartagena
$3,990
EXPLORE

Panama Canal

Barbados to Balboa - 15 Day Itinerary aboard Star Flyer
  • Delight in laid-back beach days
  • Enjoy Grenada's aromas
  • Discover colonial Willemstad
  • Transit the historic Panama Canal
Activities:
Hiking, Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Experience tropical life with a refined twist on this incredible 15-day cruise aboard the tall ship Star Flyer. Enjoy a wonderful journey of discovery with options for hiking, snorkeling, diving, swimming, and boating, or simply relaxing in a hammock on the beach. Immerse yourself in local culture …
Cruise Details
91-108 of 121 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News