Have questions? We're here.
Bright blue waters of the Caribbean sea

Luxury Caribbean Cruises

Travel made your way
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Explore the hidden charms of the Caribbean with Adventure Life's luxurious Cruises for this year. Join us on a voyage to uncover the active reefs of Culebra, the French flair of Gustavia, and the serene Friars Beach. Delight in the quaint charm of Vieques Island and the bustling streets of St. John, all while basking in opulent accommodations and top-notch services. With a variety of land and sea exploration activities, including village visits and urban exploration, the Caribbean promises a blend of wildlife viewing, snorkeling, and beach adventures. Don't miss this chance to experience the Caribbean's best-kept secrets in ultimate comfort and style. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (10 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Caribbean
St Barts harbor view
from $7,990
2for1
EXPLORE

Caribbean Yachting Discovery

St John's - San Juan - 8 Day Itinerary aboard Emerald Azzurra
Starts / Ends
St. John's / San Juan
Activity Level
Variable
Set sail on an 8-day cruise aboard the Emerald Azzurra, uncovering pristine beaches and vibrant coral reefs while island-hopping through a tapestry of diverse cultures. Let the genuine warmth of the locals add a personal touch to your luxurious yacht adventure.
  • Explore Barbuda's pink beaches
  • Discover Deshaies’ architecture
  • Visit Gustavia’s charming boutiques
  • Experience Virgin Gorda’s baths
Cruise Details
0
Soufriere bay, St Lucia
from $5,520
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Bellot
Starts / Ends
Fort de France / Fort de France
Activities
Scuba Diving
Activity Level
Variable
Join Le Bellot on its 9-day sailing expedition roundtrip from Fort-de-France and explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Cruise Details
0
Visit beautiful Norman Island
from $9,990
2for1
EXPLORE

Vibes of the Virgin Islands

St Thomas Roundtrip - 8 Day Itinerary aboard Emerald Sakara
Starts / Ends
St. Thomas / St. Thomas
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning beaches of Virgin Gorda, snorkel in Norman Island’s clear waters, and experience Anguilla’s vibrant beauty.
  • Explore Saint John's pristine beach
  • Stroll Philipsburg's lively markets
  • Snorkel Norman Island's caves
  • Visit 'The Baths' in Virgin Gorda
Cruise Details
0
Relax on the sunny beaches of the Caribbean
from $7,990
2for1
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Sakara
Starts / Ends
Marigot / Bridgetown
Activity Level
Variable
Embark on an 8-day Caribbean cruise aboard Emerald Sakara. Discover Anguilla’s pristine beaches, Gustavia’s vibrant streets, Nevis' historic charm, Saint Kitts’ stunning nature, Falmouth Harbor’s historical docks, Îles des Saintes’ picturesque islands, and Barbados’ lively culture. Experience crystal-clear waters, vibrant local culture, and luxurious amenities throughout your cruise
  • Discover Anguilla’s coral coast
  • Explore Gustavia’s boutiques
  • Wander Nevis seaside buildings
  • Visit Antigua’s English Harbor
Cruise Details
0
Explore colorful Gustavia
from $7,990
2for1
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Sakara
Starts / Ends
Bridgetown / Marigot
Activity Level
Variable
Set sail on an 8-day cruise aboard the Emerald Sakara, exploring idyllic beaches and vibrant coral reefs—Island-hop through diverse cultures, with the warmth of the locals adding to your luxurious yacht experience.
  • Explore Soufriere coral reefs
  • Visit Iles des Saintes towns
  • Discover Falmouth Harbor dockyard
  • Experience Charlestown’s Nevis
Cruise Details
0
Explore beautiful Jost van Dyke
from $8,390
2for1
EXPLORE

Caribbean Yachting Hideaways

San Juan - St John's - 8 Day Itinerary aboard Emerald Azzurra
Starts / Ends
San Juan / St. John's
Activities
Hiking
Activity Level
Variable
Set sail on an 8-day cruise from San Juan to St. John aboard the Emerald Azzurra, exploring stunning beaches and vibrant island towns. Visit highlights like Culebra, Vieques, and Saint Barthelemy while enjoying premium comfort and seamless access to diverse ports.
  • Discover Culebra Island’s shores
  • Explore Vieques Island waterfront
  • Tour St. John’s Annaberg ruins
  • Relax on Jost Van Dyke’s White Bay
Cruise Details
0
Play on the famously beautiful beaches of St. Barth's
from $8,390
2for1
EXPLORE

Caribbean Yachting Discovery

St John - St Thomas - 8 Day Itinerary aboard Emerald Azzurra
Starts / Ends
St. John's / St. Thomas
Activities
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level
Variable
Embark on an 8-day Caribbean cruise aboard Emerald Azzurra from Antigua to St. Thomas. Explore vibrant ports like Barbuda, Illes des Saintes, and Virgin Gorda. Discover unique sites such as Norman Island’s caves and the markets of Guadeloupe. Travel aboard a luxury yacht, exploring beaches, history, and local culture at each stop.
  • Visit Barbuda's pink-sand beaches
  • Explore Norman Island hidden caves
  • Sail luxury yacht through Caribbean
  • Relax on Virgin Gorda beaches
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $21,340
2for1
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Sakara
Starts / Ends
Marigot / Bridgetown
Activity Level
Variable
Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the locals as you hop between tropical paradises, creating unforgettable memories aboard the Emerald Sakara.
  • Explore Anguilla’s turquoise waters
  • Stroll through Gustavia
  • Admire Nevis’ tranquil shores
  • Visit Antigua’s Falmouth Bay
Cruise Details
0
Relax on the shores of the Caribbean
from $15,180
2for1
EXPLORE

Discover Eastern Caribbean & Grenadines

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Sakara
Starts / Ends
Bridgetown / Marigot
Activities
Snorkeling, Local Market Visits, Archaeological Site Visits, Kayaking
Activity Level
Variable
Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the locals as you hop between tropical paradises, creating unforgettable memories aboard the Emerald Sakara.
  • Explore Bridgetown’s capital
  • Wander Speightstown’s streets
  • Discover Kingstown’s gardens
  • Unwind on Bequia Island
Cruise Details
0
Explore the beautiful Canary Islands
from $4,820
EXPLORE

Westbound Atlantic Ocean Crossing

25 Day Itinerary aboard Star Flyer
Starts / Ends
Malaga / Philipsburg
Activity Level
Variable
Embark on a 25-day cruise aboard the Star Flyer, visiting Malaga, Gibraltar, Tangier, Cadiz, Safi, Arrecife, Puerto del Rosario, Las Palmas, San Sebastian, and Philipsburg. Explore historic sites, natural beauty, charming towns, golden beaches, and unique shopping experiences.
  • Discover the Rock of Gibraltar
  • Experience Tangier
  • Visit Cadiz
  • Explore Safi
Cruise Details
0
1-10 of 10 Results
  • 1

Caribbean Travel Guide

Favorite Caribbean 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