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Top Caribbean Tours & Trips in 2023

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Relax in the sunny squares of historic Savannah
$5,599
EXPLORE

Boston, MA to Nassau, Bahamas

16 Day Itinerary aboard M/V Victory I
  • Learn Boston's history
  • Wander through historic Baltimore
  • Experience Southern hospitality
  • Explore Charleston's architecture
Starts/ Ends in:
Boston / Nassau
Activities:
Archaeological Sites, Small Ship Cruise, Urban Exploration, Village Visit
Activity Level:
Relaxed
Sail on this 16-day itinerary cruising the seaboard from bustling Boston to beachy Nassau aboard M/V Victory I. With stops in Baltimore, Charleston, West Palm Beach, and more, this journey has been handcrafted to sample the Eastern cities of the United States as you head to your final destination …
Cruise Details
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White Sand Beach in Barbados
$2,420
Savings
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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 in:
Bridgetown / Bridgetown
Activities:
Small Ship Cruise, 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
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Beautiful beach in Dominica
$6,740
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 in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, 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
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Pink beach huts in the Caribbean
$1,620
Savings
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
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, 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
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Tropical waterfall and turquoise pool in lush forest
$1,560
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 in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, 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
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Enjoy the beautiful blue Caribbean
$3,399
EXPLORE

Charlotte Amalie to San Juan

8 Day Itinerary aboard SeaDream II
  • Explore highlights of St. Thomas
  • Enjoy Long Bay's spots
  • See \\"The Baths\\" in Virgin Gorda
  • Discover Great Harbor
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Delight yourself with the charm of the Caribbean on this 8-day cruise that perfectly balances adventure and relaxation. Aboard SeaDream II, have the opportunity to join some incredible land excursions and practice different water sports to let out the adventurer in you. Explore Long Bay’s …
Cruise Details
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Explore colorful Gustavia
$3,399
EXPLORE

Marigot to Marigot

8 Day Itinerary aboard SeaDream II
  • Relax on beautiful beaches
  • Hike or bike around the islands
  • Discover the town of Marigot
  • Visit Gustavia
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Hiking, Small Ship Cruise, Snorkeling, Stand Up Paddle Board, Village Visit
Activity Level:
Relaxed
Set sail to six of the most incredible and beautiful Caribbean ports roundtrip from Marigot.Embark on SeaDream II to access some of the more intimate, less-traveled ports. Whether it’s the scenic reefs of Terre de Haut, historic sites of Antigua, the bird-watchers paradise of St. Kitts, or …
Cruise Details
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The crystal blue water of Jost van Dyke
$3,399
EXPLORE

Marigot to Charlotte Amalie, St. Thomas

8 Day Itinerary aboard SeaDream II
  • Shop designer fashion and jewelry
  • Take a helicopter ride over islands
  • Relax on beaches in Frigate Bay
  • Try Jost Van Dyke's drink
Starts/ Ends in:
Marigot / Charlotte Amalie
Activities:
Helicopter Tour, Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Embark aboard the SeaDream II 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.Land adventure possibilities include a …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$3,399
EXPLORE

Charlotte Amalie, St. Thomas Roundtrip

via Sandy Ground - 8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Explore Sandy Ground's beaches
  • Discover Long Bay's scenic spots
  • Enjoy Spanish Town
Starts/ Ends in:
Charlotte Amalie / Charlotte Amalie
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Relax and take in the sea winds as you navigate onboard SeaDream II roundtrip to Charlotte Amalie. Whether it’s the long stretches of white …
Cruise Details
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Gustavia Harbor in St. Barths
$3,399
EXPLORE

Charlotte Amalie, St. Thomas Roundtrip

via Long Bay - 8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Hike & discover Saba
  • Discover Long Bay's scenic spots
  • Enjoy Spanish Town
Starts/ Ends in:
Charlotte Amalie / Charlotte Amalie
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Enjoy snorkeling opportunities andsoak up the sun on charming sandy beaches. Relax aboard SeaDream II and take in the sea winds as you navigate …
Cruise Details
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Explore beautiful Jost van Dyke
$3,399
EXPLORE

Charlotte Amalie, St. Thomas to Marigot

8 Day Itinerary aboard SeaDream II
  • Shop designer fashion and jewelry
  • Take a helicopter ride over islands
  • Relax on beaches in Frigate Bay
  • Try Jost Van Dyke's drink
Starts/ Ends in:
Charlotte Amalie / Marigot
Activities:
Helicopter Tour, Scuba Diving, Small Ship Cruise, Snorkeling, Stand Up Paddle Board, Village Visit
Activity Level:
Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Relax and take in the sea winds as you navigate onboard SeaDream II from Charlotte Amalie to Marigot. Jost Van Dyke in the British Virgin Islands …
Cruise Details
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Soak in the sun in colorful Marigot
$3,399
EXPLORE

Marigot to San Juan

8 Day Itinerary aboard SeaDream II
  • Visit the city of Marigot
  • Enjoy Cades Bay & Nevis's shores
  • Discover Frigate Bay
  • Explore San Juan, Puerto Rico
Starts/ Ends in:
Marigot / San Juan
Activities:
Biking, Scuba Diving, Small Ship Cruise, Snorkeling, Spa & Relaxing
Activity Level:
Relaxed
Set sail on a Caribbean cruise from Marigot to San Juan and discover the cliff-diving, breeze-swaying, sand-between-your-toes, no-worries pace of island life. Discover the sandiest shores of Cades Bay & Nevis. Seehundreds of different bird species inSt. Kitts, explore incredible shopping only …
Cruise Details
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St Barth Island, Caribbean
$1,999
EXPLORE

San Juan to Charlotte Amalie

5 Day Itinerary aboard SeaDream II
  • Visit the Virgin Islands
  • Dive along the coast of St. Barths
  • See the island of St. Thomas
  • Explore San Juan, Puerto Rico
Starts/ Ends in:
San Juan / Charlotte Amalie
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Board the SeaDream II on this exclusive 5-day adventure sailing across the Caribbean and discover all the picture-perfect views that make this region famous. Stop at pristine beaches for swimming in crystal-clear warm waters and relaxation under the sun. Bring your camera and sunscreen and prepare …
Cruise Details
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Enjoy Savannah's beautiful Forsyth Park
$4,699
EXPLORE

Southern Coastal Charm

Roundtrip Amelia Island - 12 Day Itinerary aboard M/V Victory I
  • Experience Jacksonville hospitality
  • Explore beautiful Savannah, Georgia
  • Admire Charleston's architecture
  • Sunbathe on beaches in the Bahamas
Starts/ Ends in:
Jacksonville / Amelia Island
Activities:
Archaeological Sites, Small Ship Cruise, Urban Exploration
Activity Level:
Relaxed
From the historic South to pristine beaches, a voyage from the Southeast coast to The Bahamas delivers just the right balance of excitement and relaxation. Charleston, South Carolina and Savannah, Georgia offer a glimpse into coastal Southern living and stunning historic architecture, while the …
Cruise Details
0
Soufrière Bay, Saint Lucia
$3,620
EXPLORE

Pearls of the Caribbean

Bridgetown Rountrip - 9 Day Itinerary aboard Le Dumont-d'Urville
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Experience long white-sand beaches
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover a true picture-postcard of the West Indies: long white-sand beaches, colorful seabeds, and the easy Creole way of life. Board Le Dumont-d’Urville inBarbadosat the port ofBridgetown, whose UNESCO-listed historical center shows the extent of the British colonial presence, and head for …
Cruise Details
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Explore colorful Gustavia
$5,440
EXPLORE

Santo Domingo and Caribbean treasures

Santo Domingo - Fort-de-France - 13 Day Itinerary aboard Le Dumont-d'Urville
  • Enjoy crystal waters of Caribbean.
  • Explore Santo Domingo.
  • Discover 8 islands on the same time
  • Amaze with landscapes of Guadeloupe
Starts/ Ends in:
Santo Domingo / Fort de France
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
You will board inSanto Domingo, where you will be able to appreciate the charms of the oldest capital of the “New World”, which is a UNESCO World Heritage Site.Located between the Lesser Antilles and the Greater Antilles, theBritish Virgin Islandsare composed of some sixty islands, most …
Cruise Details
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Clear water in the bay
$5,760
EXPLORE

The Essential of the Caribbean

13 Day Itinerary aboard Le Dumont-d'Urville
  • Cruise in West Indies
  • Visit heritage sites
  • Discover British Virgin Islands
  • Explore Dominica
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Small Ship Cruise
Activity Level:
Relaxed
You will first sail toAntigua. The naval dockyard dating back to Georgian times, sheltered in the hollow of a bay protected from this island with craggy coastlines, is a UNESCO World Heritage Site. EnjoyJost Van Dykefor a relaxing swim and discover onVirigin Gorda,TheBaths National Parkand its huge …
Cruise Details
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Mountains by the ocean in St Lucia
$5,520
EXPLORE

Panama, Colombia & Caribbean Islands

Colón - Fort-de-France - 13 Day Itinerary aboard Le Bellot
  • Sail through the Central America.
  • Discover the natural treasures.
  • Experience swim and snorkel.
  • Explore idyllic islets of Caribbean
Starts/ Ends in:
Colon / Fort de France
Activities:
Archaeological Sites, Land & Sea, Snorkeling
Activity Level:
Relaxed
The journey in Central America will continue with an all-new port of call in the magnificent Portobelo Bay, in a region imbued with the traditions of Congo culture. The fortifications of this former gateway to the New World are a UNESCO World Heritage Site.

First, succumb to the charms of the …
Cruise Details
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