Have questions? We're here.

15-Day Caribbean Tours & Trips

Travel made your way ™
Caribbean
The crystal blue water of Jost van Dyke
Antigua
Lush green forests and clear blue waters of the Caribbean
Aruba
Explore the Caribbean
Barbados
Take a leisurely stroll through beautiful Bridgetown
British Virgin Islands
Explore beautiful Jost van Dyke
Dominica
Beautiful beach in Dominica
Greater Antilles
Relax on the sunny beaches of the Bahamas
Grenada
Hugh Whyte
Georgian Architecture, St. George's | Grenada
Lesser Antilles
Wander the white-sand beaches of St. Johns on your Virgin Islands cruise
St. Barth
Play on the famously beautiful beaches of St. Barth's
St. Kitts
Stroll along the beautiful beaches of the Caribbean
St. Vincent des Grenadines
Visit beautiful St. Vincent
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Select one of these 4 highly-recommended 15-day tours to Caribbean. Explore St. Georges, La Romana, Oranjestad, Santo Domingo, and Soufriere worry-free with your bilingual guide on a small group or private tour where you will enjoy small ship cruises, snorkeling, small ship sailing, wildlife viewing, and archaeological site visits during the day and stay in hotels with decidedly local flavor at night. Our trips to Caribbean range from $4,300 to $18,745 for a extraordinary 15 days in Caribbean. Contact one of Adventure Life's Caribbean travel specialists for help planning every detail of your dream trip. 
Filter (4 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Gatun Lock of the Panama Canal
$4,300
EXPLORE

Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Transit the historic Panama Canal
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Swim in paradise in Bonaire
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
0
Picturesque Cuba
$10,295
EXPLORE

Christmas Cuban Style

Santo Domingo to Havana - 15 Day Itinerary aboard Sea Cloud II
  • Explore vibrant Santo Domingo
  • Swim and snorkel at Maria la Gorda
  • Soak in the culture of Cuba
  • Stroll through historic Havana
Starts/ Ends in:
Santo Domingo / Havana
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Board Sea Cloud II for this 15-day cruise from Santo Domingo to Havana. Depart from Santo Domingo in the Dominican Republic, the oldest continuously inhabited city in the New World. Visit Port Antonio, Jamaica, once the banana capital of the world.See some of the highlights of Cuba, including …
Cruise Details
0
Cuban musician playing the trumpet in Havana, Cuba
$9,995
EXPLORE

Experience Firsthand the Festive Days in Cuba

15 Day Itinerary aboard Sea Cloud II
  • Stroll down the Malecon
  • Snorkel and swim at Maria La Gorda
  • Visit banana farms in Jamaica
  • Marvel at historic Santo Domingo
  • Appreciate Cuban music culture
Starts/ Ends in:
Santo Domingo / Havana
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Warm hospitality, eventful history, and lively musical tradition make Cuba and Jamaica two dream destinations in the Caribbean. As different as the two islands are, culture, beach, and nature go perfectly hand in hand and fit under one hat. Board Sea Cloud II for this 15-day cruise from Havana to …
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
$4,300
EXPLORE

Barbados to Panama

15 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Starts/ Ends in:
Bridgetown / Balboa
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
0
1-4 of 4 Results

Caribbean Travel Guide

Favorite Caribbean All Trips

Top Caribbean Travel Destinations

Caribbean Trips by Departure Date

Top Experiences in Caribbean

Caribbean Trips by Duration

Caribbean Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By

Clara Tort employee head shot
Clara T
Plan My Trip
We love travel, talk with an expert 1.800.344.6118