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Top Caribbean Tours & Cruises in 2027

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Discover Caribbean in 2027 on one of these trips hand selected by the travel experts at Adventure Life. Select any of the below 7 top-rated trips where you will explore Gustavia, Marigot, Falmouth, Soufriere, and Iles des Saintes with an exceptional bilingual guide on a small group or customizable private tour. The most popular things to do in Caribbean in are cruises, snorkeling, archaeological site visits, beaches, and wildlife viewing. Our Caribbean trips in 2027 range in price from $7,190 to $61,780 for trips of 7 to 15 days. Contact one of Adventure Life's expert Caribbean trip planners for help planning a seamless experience.
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Relax on the sunny beaches of the Caribbean
$7,590
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing
Activity Level:
Variable
Embark on this 8-day Caribbean cruise aboard the Emerald Azzurra, beginning in Barbados. Relax with a rejuvenating mud bath or soak in the therapeutic hot springs of Soufriere. Explore the UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and unwind on the serene beaches of Iles des Saintes. …
Cruise Details
0
Experience laid-back Marigot
$15,980
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Anguilla, serene landscapes
  • Savor Barbados’s cultural delights
  • Visit Antigua’s historic dockyard
  • Stroll Nevis’s serene beaches
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Variable
Embark on a 15-day cruise from Marigot aboard an Emerald Azzurra. Discover the serene beauty of Anguilla, which is celebrated for its pristine white-sand beaches and vibrant coral reefs. Explore the historic charm of UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and uncover the tranquil …
Cruise Details
0
Visit beautiful Norman Island
$7,590
EXPLORE

Vibes of the Virgin Islands

St Thomas Roundtrip - 8 Day Itinerary aboard Emerald Sakara
  • Explore Saint John's pristine beach
  • Stroll Philipsburg's lively markets
  • Snorkel Norman Island's caves
  • Visit 'The Baths' in Virgin Gorda
Starts / Ends:
St. Thomas / St. Thomas
Activities:
Archaeological Site Visits, Local Market Visits, Snorkeling
Activity Level:
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara, starting in Saint Thomas. Discover Virgin Gorda, home to The Baths, a mesmerizing collection of natural pools and grottoes formed by massive granite boulders. Sail to Norman Island, renowned for its crystal-clear waters and vibrant …
Cruise Details
0
Explore the famous rock formations of the baths
$7,990
EXPLORE

Quintessential Caribbean

8 Day Itinerary aboard Emerald Sakara
  • Relax on Prickly Pear Cays' beaches
  • Visit Guadeloupe’s fishing village
  • Visit port of Falmouth Harbour
  • Wander through lively Cruz Bay
Starts / Ends:
San Juan / St. Thomas
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration
Activity Level:
Variable
Set sail on an 8-day Caribbean adventure aboard the Emerald Sakara. Discover the vibrant culture and historic charm of San Juan, Puerto Rico, and the lively atmosphere of Saint John in the US Virgin Islands. Enjoy the serene beaches and historic sites of Nevis, and immerse yourself in the …
Cruise Details
0
Gustavia Harbor in St. Barths
$7,590
EXPLORE

Cruising the Leeward Islands

Marigot Roundtrip - 8 Day Itinerary aboard Emerald Azzurra
  • Dive in Anguilla
  • Explore Virgin Gorda
  • Discover Anegada
  • Experience Jost van Dyke
Starts / Ends:
Marigot / Marigot
Activities:
Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day Caribbean cruise aboard Emerald Azzurra. Start in Marigot, Saint Martin, and board your luxury yacht. Cruise to Anguilla, known for its coral beaches and clear waters, and snorkel over vivid coral reefs. Visit Virgin Gorda to see the Baths, impressive granite grottoes formed by …
Cruise Details
0
Gustavia Harbor in St. Barths
$7,590
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day cruise departing from Marigot aboard the Emerald Azzura. This journey includes visiting Anguilla, which is celebrated for its unspoiled white-sand beaches and vibrant coral reefs. Next, explore Gustavia, known for its charming, colorful houses and distinctive architecture. The …
Cruise Details
0
Panorama of Les Saintes
$7,190
EXPLORE

Caribbean Sojourn

Bridgetown - Marigot - 7 Day Itinerary aboard Emerald Azzurra
  • Visit UNESCO-listed Nelson's dock
  • Discover quaint island towns
  • Stroll Gustavia’s colorful street
  • Dip into a therapeutic mud bath
Starts / Ends:
Bridgetown / Marigot
Activities:
Archaeological Site Visits
Activity Level:
Variable
Set sail on a 7-day Caribbean cruise aboard the luxurious Emerald Azzurra. Begin in Barbados, soaking in vibrant culture and stunning beaches. In Soufrière, indulge in volcanic mud baths and explore scenic volcanic landscapes. At Falmouth Harbour, visit Nelson’s Dockyard, a UNESCO …
Cruise Details
0
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