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

Best Small Ship Caribbean Cruises

Travel made your way
Talk with an expert
Customize any aspect of your Caribbean trip. 1.406.541.2677
Help Me Plan My Trip
Talk with an expert Ask a Question
Filter & Sort (115 Results)
Show Filter

109-115 of 115 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Coast of Cozumel island, Mexico
$8,955
EXPLORE

Cruise from Colon to Cienfuegos

14 Day Itinerary aboard Sea Cloud II
  • See a unique underwater world
  • Explore Altun Ha
  • Discover the Great Blue Hole
  • Visit Trinidad de Cuba
Starts/ Ends in:
Colon / Cienfuegos
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
This 14-day Central American cruise from Colon to Cienfuegos exploresnature reserves in Costa Rica and Panama, mystic Maya sites, and natural wonders in Belize. Swim and paddle the crystal clear waters of Panama's Bocas del Toro archipelago, or dive to the brilliant coral reefs surrounding the …
Cruise Details
San Juan, Puerto Rico
$2,999
EXPLORE

San Juan to Bridgetown

8 Day Itinerary aboard SeaDream I
  • Dive along the coast of St. Barts
  • Explore Saba Island
  • Observe marvelous sunsets on board
  • Hike to Saltwhistle Bay in Mayreau
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise from Puerto Rico to Barbados. Swim and snorkel in one of the most incredible landscapes in the world or dive to your heart's content as you cruise aboard the SeaDream I.Enjoy the opportunity to sit back and …
Cruise Details
White Sand Beach in Barbados
$7,295
EXPLORE

Transatlantic: Praia - Bridgetown

13 Day Itinerary aboard Sea Cloud II
  • Explore the colonial architecture
  • Visit endless field of sugarcane
  • Explore the island of Praia
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Sail around Atlantic ocean as Sea Cloud II sail from the island in the Southwest coast Praia to Bridgetown Barbados.enjoying the beautiful beaches and exploring different shops and restaurants in the neighborhood. Discover the history of Bridgetownwith its colonial architecture surrounding …
Cruise Details
Famous colorful huts in Barbados
$3,299
EXPLORE

Bridgetown to Malaga

14 Day Itinerary aboard SeaDream II
  • Discover historical Malaga
  • Sail from the New to the Old World
  • Take in the fresh ocean breeze
  • Relax and enjoy luxurious amenities
Starts/ Ends in:
Bridgetown / Malaga
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Set sail for new horizons on a voyage of discovery. Join this 14-day offshore adventure, ideal for those wishing to spend time at sea and enjoy some incredible sunset views. A transatlantic cruise experience is certainly one of the most authentic sailing adventures, and as you make your way to the …
Cruise Details
Immerse yourself in the spectacular charm of the Atlantic Ocean
$2,530
EXPLORE

Transatlantic: Lisbon to Barbados

17 Day Itinerary aboard Royal Clipper
  • Discover Lisbon and its history
  • Visit Safi, Morocco
  • Admire Tenerife's mountains
  • Enjoy the beaches of Barbados
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
For those who value traveling in style and comfort, for romantic souls who want to experience the style and grace of the "good old days" but with all the modern conveniences, and for those who simply want to escape from the ordinary routine, nothing beats a transatlantic cruise. This …
Cruise Details
San Juan, Puerto Rico
$3,399
EXPLORE

San Juan to San Juan

8 Day Itinerary aboard SeaDream II
  • Discover diverse marine life
  • Explore Saba Island
  • Explore Tortola Island's canopy
  • Admire San Juan's heritage
Starts/ Ends in:
San Juan / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the Caribbean on this exclusive 8-day cruise aboard the SeaDream l. Explore paradisical island beaches as you enjoy the perfect tropical weather this region offers. Wear your swim suit, bring a towel, water, and plenty of sun protection, and get ready to enjoy your days in this beautiful, …
Cruise Details
Stroll along the beautiful beaches of the Caribbean
$2,650
EXPLORE

Transatlantic:St. Maarten to Malaga

21 Day Itinerary aboard Star Flyer
  • Set sail from St. Maarten
  • Enjoy the expansive Atlantic Ocean
  • Cruise across the Caribbean
  • Visit Malaga's landmarks
Starts/ Ends in:
Philipsburg / Malaga
Activities:
Sailing Schooner, Small Ship Cruise
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
109-115 of 115 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News