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 (99 Results)
Show Filter

91-99 of 99 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Macaws in the Amazon
$7,460
EXPLORE

Caribbean & Amazonia

Fort-de-France to Cayenne - 13 Day Itinerary aboard Le Dumont-d'Urville
  • Cruise the Caribbean and Amazonia
  • View exceptional underwater life
  • Sail along fabulous straits
  • Explore the great city of Bélem
Starts/ Ends in:
Fort de France / Cayenne
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail from Fort-de-France to Cayenne. Leaving fromMartinique, head in the direction of the idyllic beaches ofSaint Vincent and the Grenadines, renowned for the richness of their underwater world. In a setting of white sand. Then chart a course towards the picturesque town ofParamariboin Surinam. …
Cruise Details
Nassau Lighthouse
$4,130
Savings
EXPLORE

Transatlantic Voyage from Miami to Lisbon

15 Day Itinerary aboard Le Boreal (CDP)
  • Explore the tower of Belem
  • View the town of St George's
  • Visit Ponta Delgada,Azores' capital
  • Enjoy white sandy beaches
Starts/ Ends in:
Miami / Lisbon
Activities:
Hiking, Small Ship Cruise, Snorkeling, Urban Exploration
Activity Level:
Relaxed
Start your 15-day cruise by boarding the ship in Miami. Explore the beautifulNassau, an important crossroads at the heart of the Bahamas and tour Saint George, the former capital of Bermuda, one of the oldest English colonies in the New World. Sail next to Horta, the main marina in the archipelago …
Cruise Details
Nassau Lighthouse
$4,130
EXPLORE

Ocean Voyage : Miami - Lisbon

15 Day Itinerary aboard Le Boreal (CDP)
  • Enjoy the Caribbean wonders
  • Visit Horta's charming old town
  • Hike up to Cabeço Verde
  • Explore Lisbon's heritage
Starts/ Ends in:
Miami / Lisbon
Activities:
Hiking, Small Ship Cruise, Snorkeling, Urban Exploration
Activity Level:
Relaxed
From sea to sea, or from continent to continent,aboard the Le Boreal and start this spectacular Sea journey. This 15-day cruise invites sea lovers, dreamers, and keen observers of endless horizons to enjoy the comfort of a fully equipped ship for an extended period and share the daily lives of your …
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
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
Islands of the Caribbean
$5,555
EXPLORE

Caribbean: Bridgetown - Bridgetown via Guadeloupe

8 Day Itinerary aboard Sea Cloud
  • Observe incredible sunsets
  • Visit Cabrits National Park
  • Enjoy ÎIes des Saintes
  • Discover Antigua
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 8-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Cabrits, Gustavia, Antigua and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. Fall in love …
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
91-99 of 99 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News