Have questions? We're here.
Relax on the beaches of the Caribbean

Luxury Leeward Islands Cruises

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Explore the mesmerizing Leeward Islands in the Caribbean on a luxurious adventure with Adventure Life. With 4 exquisite cruises to choose from for 2026, you can bask in the opulence of these idyllic islands aboard small ships. From UNESCO World Heritage Sites to the crystal-clear waters of the Grenadine Islands, each day promises a new adventure. Snorkel with marine animals, relax on the pristine beaches of Mayreau Island, and immerse yourself in the local Creole culture. Indulge in the relaxed pace of island life, and let the gentle waves carry you to unparalleled bliss. For a truly unforgettable voyage, contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (4 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Leeward Islands
Visit beautiful Norman Island
from $9,990
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
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.
Cruise Details
0
Explore colorful Gustavia
from $11,290
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Sakara
  • Explore Soufriere coral reefs
  • Visit Iles des Saintes towns
  • Discover Falmouth Harbor dockyard
  • Experience Charlestown’s Nevis
Starts / Ends
Bridgetown / Marigot
Activities
Local Market Visits, Archaeological Site Visits
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.
Cruise Details
0
Relax on the beaches of the Caribbean
from $7,990
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Sakara
  • Discover Anguilla’s coral coast
  • Explore Gustavia’s boutiques
  • Wander Nevis seaside buildings
  • Visit Antigua’s English Harbor
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
Cruise Details
0
Pig Beach in Exuma, Bahamas where wild pigs swim in the clear turquoise waters
from $19,990
EXPLORE

Island Odyssey: Bahamas to the Grenadine

Nassau - Bridgetown - 11 Day Itinerary aboard Scenic Eclipse
  • Explore Nassau’s vibrant capital
  • Visit Staniel Cay’s beaches
  • Discover San Salvador’s coral reefs
  • Stroll St. Barts iconic Shell Beach
Starts / Ends
Nassau / Bridgetown
Activities
Village Visits, Snorkeling, Stand Up Paddle Boarding, Kayaking, Helicopter Tours, Wildlife Viewing
Activity Level
Variable
Set sail on an 11-day Caribbean cruise from Nassau to Bridgetown on the Scenic Eclipse, visiting remote gems like Staniel Cay, Turks and Caicos, and St. Barts. Enjoy ultra-luxury amenities and guided excursions for a refined and relaxing experience.
Cruise Details
0
1-4 of 4 Results
  • 1

Plan smarter. Spend better.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Claudia Corona Adventure Life employee profile
Claudia C.
Stroll along the beautiful beaches of the Caribbean
Caribbean

Chat Leeward Islands with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

Recognized By

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

Claudia Corona Adventure Life employee profile
Claudia C
Plan My Trip
We love travel, talk with an expert 1.800.344.6118