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

Top Caribbean Trips & Tours

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 800.344.6118
Start Planning My Trip
Talk with an expert
Below we have selected the best deals on only the best small ships that cruise the Caribbean. It's common to see deals on Caribbean cruises but most deals you'll run across are for huge cruise ships that carry thousands of passengers. On one of Adventure Life's hand-picked small ship cruises, you'll have exclusive access to smaller port towns, and coves and get to know the Caribbean and the Caribbean people intimately, in ways that are impossible on a huge cruise ship. See a sampling of small ship cruise deals below, and contact us with the dates you wish to travel, and our team of Caribbean cruise experts can help you find a deal on a boat that matches your budget, schedule, and interests. Contact us for more details.
Deals Worldwide
Filter (4 Results)
  • Start Date
    Months
    Years
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Caribbean
Snorkeling
from $7,910
No SS
EXPLORE

Panama, Colombia & Caribbean Islands

Colon - Fort-de-France - 11 Day Itinerary aboard Le Bellot
  • Cartagena colonial old town
  • Visit Santa Marta and Sierra Nevada
  • Visit Bonaire reef marine park
  • Visit Fort-de-France landmarks
Starts / Ends
Colon / Fort de France
Activities
Scuba Diving, Hiking, Rainforest Exploration
Activity Level
Variable
Set sail on an 11-day cruise through Panaman, Colombia and Caribbean Islands aboard Le Bellot. Visit Cartagena and Santa Marta with guided historic and cultural excursions. Explore the San Blas Islands for beaches, snorkeling, and Kuna culture. The voyage combines nature, culture, and Caribbean island experiences.
Cruise Details
0
Waterfront views and distinct Dutch colonial facades along the vibrant Handelskade in Willemstad, Curacao
from $7,965
OBC $200
EXPLORE

A Colorful Christmas Season

Curacao to Panama - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Willemstad, Curacao
  • See colorful Dutch gabled houses
  • Visit San Felipe Fort
  • Transit the Panama Canal
Starts / Ends
Willemstad / Panama City
Activities
Urban Exploration
Activity Level
Variable
Set sail on an 8-day Curacao to Panama cruise aboard Sea Cloud Spirit. Explore colorful Willemstad, discover historic Cartagena, sail through the Panama Canal, and conclude in Panama City.
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest of Dominica
from $7,995
OBC $200
EXPLORE

Caribbean Flair Away from the Everyday

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Visit historic Saint-Pierre ruins
  • Watch the crew hoist the sails
  • Snorkel the clear Tobago Cays
  • Explore St. Lucia's twin Pitons
  • Wander through Charlestown, Nevis
Starts / Ends
Philipsburg / Philipsburg
Activities
Village Visits
Activity Level
Variable
Embark on a 9-day Caribbean cruise aboard the Sea Cloud Spirit. You depart from St. Maarten and visit Martinique, the Tobago Cays, St. Lucia, Dominica, and Nevis, then explore historic ruins, volcanoes, and reefs.
Cruise Details
0
St. George's harbor in Grenada, where historic cannons overlook scenic ocean views and colorful hillside estates
from $7,995
OBC $200
EXPLORE

More Time for Island Dreams

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Discover Terre-de-Haut
  • Snorkel Tobago Cays
  • Discover Grenada’s spices
  • Spot flamingos in Bonaire
  • Explore historic Willemstad
Starts / Ends
Philipsburg / Willemstad
Activities
Snorkeling, Archaeological Site Visits, Wildlife Viewing, Small Ship Sailing
Activity Level
Variable
Experience a 9-day Caribbean cruise aboard the Sea Cloud Spirit. Depart from St. Maarten and sail to stunning destinations including Îles des Saintes, St. Lucia, the Tobago Cays, Grenada, and Bonaire before disembarking in Curaçao. Enjoy historic ports, coral reefs, and volcanic landscapes along the journey.
Cruise Details
0
1-4 of 4 Results
  • 1

We do the homework for you.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Jess Heuermann Adventure Life employee profile
Jess H.
Clear waters of the Caribbean sea
Caribbean

Chat Caribbean 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
800.344.6118

Where is your next adventure?

Contact Chat Call
TrustScore 4.9 | 1082 reviews
TrustScore 4.9 of 5
total score
Based on 1082 reviews on
review score
1 month ago
Fabulous service for booking a cruise. Prompt response. Very satisfied
Christine Pavel
review score
2 months ago
After booking a cruise directly with Explora.com, Mary Curry ace it simple to transfer our booking to Adventure Life, and we were surprised and delighted to receive onboard credits from switching to a third party agent.
Jean
review score
1 year ago
Mary is always a pleasure to work with. She is knowledgeable, prompt and gives good pros and cons for any choices we had to make.
MTPhil
review score
1 year ago
Jess is funtastic! She listens and fines the adventure I want to share with my granddaughter
carolynn basque
review score
2 years ago
Angie was great! Always kept us informed of our trip. Great personality and easy to work with! Jean Hershey
jean hershey

Why Travel With Us?

More Value, Less Risk

Our extensive travel experience helps you avoid common pitfalls, maximize your time, and get the most out of every part of your trip.

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

One Seamless Journey

We bring cruise and land together into a single, well-orchestrated experience—so your trip feels cohesive, not pieced together.

As Featured In

USA Today
Los Angeles Times
Travel Weekly
Outside
National Geographic Traveler
The New York Times
Travel + Leisure
Condé Nast Traveler
National Geographic

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Jess Heuermann Adventure Life employee profile
Jess H
Plan My Trip
We love travel, talk with an expert 800.344.6118