Have questions? We're here.

Caribbean Luxury Trips

Travel made your way
Grenada
Hugh Whyte
Georgian Architecture, St. George's | Grenada
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Experience the world-class luxury of Adventure Life Caribbean cruises. Enjoy intimate, personalized adventures with top local English-speaking guides on cruise ships that offer exceptional value and great service in a stunning Caribbean setting. Experience luxury, small ship cruises, cruises, snorkeling, and beaches, and explore our favorite luxury destinations, including Bridgetown, Fort de France, Les Saintes, Gustavia, and Philipsburg. Enjoy fine local cuisine prepared by local chefs. With thousands of travelers having trusted Adventure Life to plan their Caribbean vacation, we’re here to make it easy for you to have the perfect luxury vacation in the Caribbean and beyond.
Filter (9 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Stroll along the white sandy beaches of St. Barth's
$10,185
EXPLORE

Relaxed Festive Days Under Palms

Round-trip Philipsburg - 17 Day Itinerary aboard Sea Cloud
  • See St Barths' luxurious lifestyle
  • Visit beautiful islands
  • Discover volcanoes
  • Observe incredible sunsets
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Fall in love with the region's sun, sand, and culture. Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg …
Cruise Details
0
Relax on the beaches of the Caribbean
$8,430
EXPLORE

Christmas and New Year in the Caribbean

Fort-de-France - Santo Domingo - 13 Day Itinerary aboard Le Dumont-d'Urville
  • Explore gardens and parks
  • See UNESCO World Heritage Sites
  • Swim in crystal clear waters
  • Learn the history of the region
Starts / Ends:
Fort de France / Santo Domingo
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Board the luxurious Le Dumont-d'Urville to celebrate Christmas and ring in the New Year with this 13-day cruise. Set sail from Fort-de-France and cruise to some of the finest islands in the Caribbean. From the lush rainforest and mountainous terrain of Dominica, to the warm, clear waters of …
Cruise Details
0
Mountains by the ocean in St Lucia
$4,480
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Dumont-d'Urville
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Dumont-d'Urville on this 9-day cruise combining long, white-sand beaches and the laid-back Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its …
Cruise Details
0
The sun sets off the Canary Islands
$14,245
EXPLORE

Dream of A Lifetime: Transatlantic Crossing

18 Day Itinerary aboard Sea Cloud
  • Follow Columbus's course
  • Sail across the Atlantic Ocean
  • Enjoy an offshore sailing adventure
  • Observe incredible sunsets
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Follow the route Columbus took across the Atlantic as you set sail for new horizons on a voyage of discovery. Discover this 17-day pure sailing adventure where for two whole weeks, the expansive ocean is the home of Sea Cloud. Water currents and trade winds are all that propel the yacht forwards. …
Cruise Details
0
Beautiful red bird, Scarlet Ibis, Eudocimus ruber in its typical environment
$9,151
EXPLORE

Caribbean and Brazilian Coasts

Philipsburg to Fortaleza - 13 Day Itinerary aboard SH Vega
  • Walk up to Fort NapolĂ©on
  • Watch colorful exotic birds
  • Visit the Iles du Salut
  • See the spectacular sand dune
Starts / Ends:
Philipsburg / Fortaleza
Activities:
Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Set sail on an adventure that will introduce you to a superlative-defying part of the world. This 12-night Caribbean & Brazilian Coasts takes you from volcanic islands in the Caribbean Sea, along the northeastern coast of Brazil. Starting from Sint Maarten in the Lesser Antilles, you travel to …
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
$4,900
EXPLORE

San Juan to Bridgetown - Door to Door

10 Day Itinerary aboard Silver Dawn
  • Head up to Gustavia Lighthouse
  • Visit St. Barts
  • Sail through Fort-de-France
  • Marvel around Bequia
Starts / Ends:
San Juan / Bridgetown
Activities:
Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
This 10-day Caribbean cruise is designed to showcase the Caribbean's vibrant sightseeing, delicious cuisine, and vibrant nightlife. Explore the sapphire waters of San Juan, a beach-blessed star of these turquoise waters, with huge fortresses, airy plazas, and absolute Caribbean splendour. No …
Cruise Details
0
Enjoy the beautiful blue Caribbean
$4,050
EXPLORE

In the heart of the West Indies : Bridgetown - Vieux Fort

9 Day Itinerary aboard Le Dumont-d'Urville
  • Visit Barbados and St. Lucia
  • Tour Saint Vincent & the Grenadine
  • Discover long white-sand beaches
  • Enjoy the beach on Mayreau Island
Starts / Ends:
Les Saintes / Bridgetown
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
This 9-day trip on Le Dumont-d'Urville combines extensive white-sand beaches with comfortable Creole living. After boarding in Bridgetown, Barbados, your cruise anchors in the Tobago Cays National Park. Amazing underwater species can be found in this rosary of islands connected by the West …
Cruise Details
0
Explore the beautiful Canary Islands
$4,060
EXPLORE

Transatlantic:Malaga to St.Maarten

25 Day Itinerary aboard Star Flyer
  • Admire Malaga's landmarks
  • Enjoy the expansive Atlantic Ocean
  • Cruise across the Caribbean
  • Set sail from St. Maarten
Starts / Ends:
Malaga / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Cross the pond in style and spend your days relaxing onboard, take in the scenery, and choose an itinerary that stops off at ports you never dreamed of visiting before.Enjoy a full offshore sailing experience, from the Old to the New World. The scent of adventure still hangs in the air and much of …
Cruise Details
0
Explore colorful Gustavia
$6,080
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:
Santo Domingo / Fort de France
Activities:
Hiking, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Board in Santo Domingo, where you can take in the charms of the "New World's" oldest capital, a UNESCO World Heritage Site. The British Virgin Islands are comprised of approximately sixty islands, most of which are uninhabited. They are located between the Lesser and Greater Antilles. …
Cruise Details
0
1-9 of 9 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