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Best Small Ship Caribbean Cruises

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Explore colorful St. Kitts
$3,900
EXPLORE

Fort Lauderdale to Bridgetown

8 Day Itinerary aboard Silver Whisper
  • Explore the stunning Grand Turk
  • Admire San Juan's heritage
  • Swim across St.Kitts' blue waters
  • Enjoy Les Saintes' natural beauty
Starts/ Ends in:
Fort Lauderdale / Bridgetown
Activities:
Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
As the nights draw in and a chill hits the air, why not take a break for some winter sun? Picture yourself bathing in azure waters bordered by sun-drenched white sandy beaches. Sounds good? Add strolling the streets of Grand Turk, St. Kitts and Les Saintes and watching the sun set during an …
Cruise Details
Jost Van Dyke, British Virgin Islands
$3,199
EXPLORE

Castries, St. Lucia to San Juan

8 Day Itinerary aboard SeaDream I
  • Dive along the coast of St. Barts
  • Enjoy a unique dolphin encounter
  • Enjoy the sulfur springs at Soufrie
  • Visit the Spanish fortress
Starts/ Ends in:
Bequia / San Juan
Activities:
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 Castries St. Lucia, Port Elizabeth, Bequia, Soufriere Bay and and many more.Swim and snorkel in one of the most incredible landscapes in the world or dive to your …
Cruise Details
St Barts harbor view
$3,199
EXPLORE

Marigot to San Juan

8 Day Itinerary aboard SeaDream II
  • Visit the city of Marigot
  • Swim with dolphins at Sandy Ground
  • Snorkel at Jost van Dyke
  • Visit Coconut Grove beach
Starts/ Ends in:
Marigot / San Juan
Activities:
Biking, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
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
Mountains by the ocean in St Lucia
$3,199
EXPLORE

Castries to San Juan

8 Day Itinerary aboard SeaDream I
  • Relax on beautiful beaches
  • Bike around Gustavia
  • Experience Iles des Saintes
  • Enjoy Saint Lucia
Starts/ Ends in:
Bequia / San Juan
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
On this once-in-a-lifetime Caribbean adventure, join SeaDream on an 8-day exploration.Enjoy an incredible hike as well as an exciting water sport in different islands. Many beautiful places are waiting for you to visit, explore and to discover!
Cruise Details
Explore the colorful streets of Marigot
$3,199
EXPLORE

Marigot to Castries St. Lucia

8 Day Itinerary aboard SeaDream I
  • Enjoy the scenic Saba Island
  • Bike around Gustavia
  • Relax on beautiful beaches
  • Experience Iles des Saintes
Starts/ Ends in:
Marigot / Mayreau
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Embark SeaDream I for a spectacular 8-day journey across the Caribbean. Explore the beautiful town ofMarigot, where itscolonial houses stand beside cafés and bistros, pastry shops and luxury boutiques. Enjoy an incredible hike to a scenic overview of Saba Island. Many beautiful places are …
Cruise Details
Peaceful seclusion in the Caribbean
$3,299
EXPLORE

Marigot to Bridgetown via St. Lucia

8 Day Itinerary aboard SeaDream I
  • Discover spectacular natural beauty
  • Enjoy the Rodney Bay
  • Explore Bridgetown's beaches
  • Swim and snorkel at Tobago Cays
Starts/ Ends in:
Marigot / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
SeaDream anchors off in different places and offers an exciting adventure.Discover what the underwater looks like with the “sit on top “double clear bottom kayaks. It’s the best thing to Snorkeling or Scuba Diving. Then, travel through the quaint town of red-tiled roofs, and spice …
Cruise Details
Tropical Caribbean Beach in Martinique
$3,299
EXPLORE

Bridgetown to Bridgetown

8 Day Itinerary aboard SeaDream I
  • Explore Bridgetown
  • Visit Union Island
  • Snorkel at Tobago Cays
  • Discover Mayreau
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Start your journey in the port city of Bridgetown.It's famous for its British colonial architectureand horseracing track. Then sail to one of the popular beaches in Martinique, theGrande de Anse. You can also enjoy clear bottom kayaking, snorkeling, and scuba diving. There are still a lot of …
Cruise Details
Islands of the Caribbean
$4,155
EXPLORE

Caribbean: Bridgetown - Bridgetown via Antigua

8 Day Itinerary aboard Sea Cloud II
  • Observe incredible sunsets
  • Visit Cabrits National Park
  • Enjoy ÎIes des Saintes
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 8-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Cabrits, Gustavia, Antigua and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. Fall in love …
Cruise Details
Beautiful beach, Tobago Cays
$3,399
EXPLORE

Marigot to Bridgetown

8 Day Itinerary aboard SeaDream II
  • Visit Union Island
  • Discover Mayreau
  • Swim and snorkel at Tobago Cays
  • Explore Bridgetown's beaches
Starts/ Ends in:
Marigot / Bridgetown
Activities:
Hiking, Small Ship Cruise
Activity Level:
Relaxed
SeaDream II anchors off in different places and offers an exciting adventure.Discover beautiful and magnificent beaches in the Caribbean. Embark the ship in the four streets wide city of Marigot and take time to go around it. One of these days, you will visit Tobago Cays and the Tobago Cays Marine …
Cruise Details
Peaceful seclusion in the Caribbean
$3,099
EXPLORE

Marigot to Marigot

8 Day Itinerary aboard SeaDream I
  • Relax on beautiful beaches
  • Hike or bike around the islands
  • Discover the town of Marigot
  • Visit Gustavia
Starts/ Ends in:
Marigot / Marigot
Activities:
Small Ship Cruise
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
Get a taste of France in Marigot
$2,999
EXPLORE

San Juan to Marigot

8 Day Itinerary aboard SeaDream II
  • Explore San Juan, Puerto Rico
  • See \"The Baths\" at Virgin Gorda
  • Swim with dolphins at Sandy Ground
  • Visit French-inspired Marigot
Starts/ Ends in:
San Juan / Marigot
Activities:
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 idyllic tropical weather this region offers. Wear your swimsuit, bring a towel and plenty of sun protection, and get ready to soak up the sun during your days in this …
Cruise Details
Charlestown, Nevis
$2,999
EXPLORE

Charlotte Amalie to San Juan via St. John

8 Day Itinerary aboard SeaDream II
  • Relax on St. Thomas' beaches
  • Enjoy incredible food on board
  • Scuba dive the waters of Nevis
  • Swim with dolphins at Anguilla
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Delight yourself with all the European charm of the Caribbean on this wonderful 8-day cruise that mixes adventure and relaxation perfectly. From your small ship, the SeaDream II, you have the opportunity to join some incredible land excursions and practice different water sports to let out the …
Cruise Details
Peaceful seclusion in the Caribbean
$2,999
EXPLORE

Marigot to Charlotte Amalie, St. Thomas

8 Day Itinerary aboard SeaDream I
  • Shop designer fashion and jewelry
  • Take a helicopter ride over islands
  • Relax on beaches in Frigate Bay
  • Try the famous \"Painkiller\" drink
Starts/ Ends in:
Marigot / Charlotte Amalie
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Embark aboard the SeaDream I for a spectacular 8-day journey across the Caribbean. Admire beautiful Marigot with itscolonial houses, cafés, bistros, pastry shops and luxury boutiques. Falmouth Bay has historic buildings and mills surround it. Many beautiful places are waiting for you t …
Cruise Details
St Barts harbor view
$4,599
EXPLORE

Marigot to San Juan via St. Kitts

8 Day Itinerary aboard SeaDream II
  • Explore Saba's natural beauty
  • Enjoy the breeze at Leverick Bay
  • Enjoy water sports at Soper's Hole
  • Stroll through historic San Juan
Starts/ Ends in:
Marigot / San Juan
Activities:
Biking, Scuba Diving, 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 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
Snorkeling in the Caribbean with a starfish
$8,355
EXPLORE

Philipsburg Round Trip

11 Day Itinerary aboard Sea Cloud Spirit
  • Spend two days at Nature Isle
  • Visit charming Terre-de-Haut
  • Enjoy touring Moskito Island
  • Explore St. Barthélemy
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the Sea Cloud Spirit on this 11-day experience-of-a-lifetime Caribbean cruise. This voyage which starts at Philipsburg, St. Maarten will take you to exquisite places. Visit the charming main town of Terre-de-Haut, explore the unspoiled beauty of the Winward Islands -Dominica, immerse in the …
Cruise Details
Take the time to explore St. Lucia
$3,800
EXPLORE

Bridgetown to Fort Lauderdale (Florida)

11 Day Itinerary aboard Silver Whisper
  • Visit Scarborough's botanic gardens
  • Ride Basseterre's scenic train
  • Explore Jost Van Dyke
  • Enjoy shopping and dining
Starts/ Ends in:
Bridgetown / Fort Lauderdale
Activities:
Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Be amazed by the Caribbean’s distinctive charms as you travel everywhere from the “Nature Island” to the “Isle of Spice.” The landscapes you’ll see are sure you leave you in breathless appreciation—beautiful waterfalls, towering mountains, fertile green …
Cruise Details
Clear water in the bay
$3,199
EXPLORE

Marigot to Philipsburg

7 Day Itinerary aboard SeaDream I
  • Explore the town of Marigot
  • Visit beaches, resorts and restaura
  • Swim with dolphins
  • Hike, snorkel and scuba dive
Starts/ Ends in:
Marigot / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the Caribbean's beauty on this amazing 7-day cruise sailing across enchanting and unique islands. Explore Sandy Ground by biking around the island.Enjoy some great hiking opportunities as well as snorkeling and scuba diving in different places.
Cruise Details
Unspoiled beaches and pristine coves in the Caribbean
$2,899
EXPLORE

Marigot to Marigot

7 Day Itinerary aboard SeaDream I
  • Explore the city of Marigot
  • Be welcomed at Montserrat
  • Relax in Gustavia
  • Visit Foxy’s Bar at Great Harbour
Starts/ Ends in:
Marigot / Marigot
Activities:
Hiking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
The start and end of this 7-day journey are in Marigot. Itis the main town and capital in the French Collectivity of Saint Martin. Then, SeaDream sails toMontserrat and visit Little Bay. You will have an opportunity to swimwith dolphins or for the energetic, bike around the island of Sandy Ground. …
Cruise Details
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