Have questions? We're here.
Play on the famously beautiful beaches of St. Barth's

St. Barth Small Ship Cruises

Travel made your way
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Experience the enchanting allure of the Caribbean on Adventure Life's array of small ship cruises to St. Barthélemy for 2025. Delight in the relaxed pace of these cruises as you navigate the vibrant landscapes and crystal-clear waters of the region. From the charming town of Terre-de-Haut to the lush island of Dominica, each stop offers a unique cultural and natural experience. Engage in snorkeling, small ship sailing, and immerse yourself in the lifestyle of the Treasure Islands. Admire the breathtaking beaches, old forts, and seaside villages while discovering the hidden charms of the Caribbean with Chef Ben Robinson. Explore Puerto Rico, Vieques Island, Virgin Gorda, and St. Barths on a West Indies Island Hopping adventure. Snorkel the famed Virgin Gorda and enjoy the luxurious St. Barthelemy on the Enjoy Caribbean Rhythms cruise. Sail through the Leeward Islands, visit Dominica, snorkel at Iles des Saintes, and enjoy the unique charm of Gustavia. Discover the beauty of the Caribbean this year and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (6 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • St. Barth
Explore the famous rock formations of the baths
from $5,245
EXPLORE

A Colorful Caribbean Time-Out

San Juan Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Old San Juan's forts
  • Enjoy salsa music
  • Sail in the British Virgin Islands
  • Explore unique rock formations
Starts / Ends
San Juan / San Juan
Activities
Small Ship Sailing
Activity Level
Variable
Embark on an 8-day cruise aboard Sea Cloud Spirit sailing to explore Old San Juan's historic charm. Wander streets lined with colorful facades and salsa-filled cafes. Discover UNESCO-listed sites like La Fortaleza and Fort San Felipe del Morro, resonating with centuries of history and cultural vibrancy.
Cruise Details
0
Learn about the history of the Caribbean
from $2,480
EXPLORE

Western Antilles

Saint Martin to Barbados - 8 Day Itinerary aboard SH Vega
  • Explore Philipsburg, Sint Maarten
  • Discover the town of Gustavia
  • Explore the village of Deshaies
  • Admire the Pitons in Soufriere
  • Discover Saint-Pierre, Martinique
  • Explore Bridgetown, Barbados
Starts / Ends
Philipsburg / Bridgetown
Activities
Kayaking, Archaeological Site Visits
Activity Level
Variable
Explore the Caribbean in this 8-day itinerary. Start in Philipsburg, Sint Maarten, Gustavia, Saint-Barthelemy, Deshaies in Guadeloupe, Saint-Pierre, Martinique, Soufriere, St Lucia, and conclude in Bridgetown, Barbados.
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest
from $1,960
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous locations, the Caribbean. Visit St. Maarten, Anguilla, Jost Van Dyke, St. Kitts, and St. Barts on this 8-day small ship trip!
Cruise Details
0
Relax on the beaches of St. Maarten
from $1,960
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches, or hike to the tropical mountaintops.
Cruise Details
0
Gustavia Harbor in St. Barths
from $7,590
2for1
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
Wildlife Viewing
Activity Level
Variable
Set sail on an 8-day Caribbean cruise with Emerald Azzurra. Start in Marigot, then visit Anguilla’s coral beaches, Virgin Gorda’s Baths, Jost Van Dyke’s Bubbly Pool, and Anegada’s sandy shores. Explore Saba’s trails and Bonaire’s marine life before ending in Gustavia. Enjoy a luxury cruise with varied landscapes and activities.
Cruise Details
0
Experience laid-back Marigot
from $15,980
2for1
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
Snorkeling, Village Visits
Activity Level
Variable
Set sail on a 15-day Caribbean journey, where pristine beaches, vibrant coral reefs, and island-hopping adventures immerse you in diverse cultures. Experience the genuine warmth of local hospitality as you explore tropical paradises aboard the Emerald Azzurra.
Cruise Details
0
1-6 of 6 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