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Best Small Ship Caribbean Cruises

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19-36 of 116 Results
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Tranquil shores on your Virgin Islands cruise
$10,295
EXPLORE

Caribbean: Bridgetown - Colon

15 Day Itinerary aboard Sea Cloud II
  • Observe incredible sunsets
  • Visit the ABC islands
  • Sail through Panama Canal
  • Discover Bequia's turtle sanctuary
  • Snorkel at Tobago Cays
Starts/ Ends in:
Bridgetown / Colon
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Join the Sea Cloud ll on this 15-day sailing adventure from Bridgetown to Colon. Clear your mind in this paradisaical destination that mixes adventure and relaxation perfectly.Discover the unique range of flora and fauna in Colon, experience sailing through Panama Canal where it connects the …
Cruise Details
San Juan, Puerto Rico
$2,999
EXPLORE

San Juan to Charlotte Amalie via St. Kitts

8 Day Itinerary aboard SeaDream II
  • 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:
Scuba Diving, Small Ship Cruise, Snorkeling, 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 seascapes in the world! Join optional excursions such as an exclusive horseback …
Cruise Details
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
Skyline of Old Havana Cuba
$4,599
EXPLORE

Havana to Cienfuegos

8 Day Itinerary aboard SeaDream I
  • Admire Havana's heritage
  • Swim across the Caribbean waters
  • Visit Trinidad, a colonial city
  • Discover Cienfuegos' architecture
Starts/ Ends in:
Havana / Cienfuegos
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience a harmonious balance between conventional cruising and private yachting, along with an exciting voyage of discovery, unraveling the wonders of Cubaawaiting to be discovered. This incredible 8-day voyage allows you to discover charming ports, hidden coves with crystal blue waters to cool …
Cruise Details
Peaceful seclusion in the Caribbean
$5,699
EXPLORE

San Juan to Charlotte Amalie via Anguilla

9 Day Itinerary aboard SeaDream I
  • Zip-Line on St. Martin
  • Snorkel at Treasure Island
  • Dive along the coast of St. Barts
  • Explore Tortola Island
Starts/ Ends in:
San Juan / Charlotte Amalie
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail the Caribbean on this 9-day cruise beginning in Puerto Rico en route to Virgin Gorda. As you cruise the blue waters, admire the vast horizon and shallow reef system, disembarking almost daily to explore the most charming coastal villages. Learn about the fascinating history of the region and …
Cruise Details
Parque Marti in Cienfuegos, Cuba
$4,599
EXPLORE

Cienfuegos to Havana

8 Day Itinerary aboard SeaDream I
  • Admire Cienfuegos heritage
  • Visit the captiving Trinidad
  • Enjoy Cayo Largo's beaches
  • Explore Isla de Juventud
Starts/ Ends in:
Cienfuegos / Havana
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover Cuba's land and people on this breathtaking 8-day cruise, including vibrant Havana and its amazing Old Town, Cienfuegos with its neoclassical French architecture, Trinidad's baroque mansions, and Isla de Juventud. Admire the breathtakingPunta Frances Marine National Park, which is …
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
San Juan, Puerto Rico
$4,899
EXPLORE

San Juan to San Juan

8 Day Itinerary aboard SeaDream II
  • Discover diverse marine life
  • Dive & explore Saba Island
  • Explore Tortola Island's canopy
Starts/ Ends in:
San Juan / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the Caribbean on this exclusive 8-day cruise aboard the SeaDream ll. Explore paradisical island beaches as you enjoy the perfect tropical weather this region offers. Wear your swim suit, bring a towel, water, and plenty of sun protection, and get ready to enjoy your days in this beautiful, …
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
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
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
St Barts harbor view
$2,999
EXPLORE

Charlotte Amalie, St. Thomas to San Juan

8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Enjoy a unique dolphin encounter
  • Dive along the coast of St. Barts
  • Visit the island of St. Thomas
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
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
19-36 of 116 Results

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