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

Caribbean

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
Filter (68 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, 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
Relax on the sunny beaches of the Bahamas
from $24,990
EXPLORE

Sounds of Discovery: New York to the Bahamas

New York - Nassau - 13 Day Itinerary aboard Scenic Eclipse
  • Explore Buenos Aires’ districts
  • Admire Ushuaia’s landscapes
  • Navigate Beagle Channel
  • Witness Antarctic wildlife
Starts / Ends
New York City / Nassau
Activities
Wildlife Viewing, Stand Up Paddle Boarding, Kayaking, Helicopter Tours, Whale Watching
Activity Level
Variable
Experience a 13-day cruise from New York City to Nassau aboard the Scenic Eclipse, featuring stops in Bermuda, Turks and Caicos, San Salvador, Bimini, and Miami. This journey blends culture, history, and relaxation.
Cruise Details
0
Balboa
from $3,150
EXPLORE

Panama to Aruba

12 Day Itinerary aboard Star Clipper
  • Transit the Panama Canal locks
  • Walk colonial Balboa streets
  • Explore forts in Portobelo
  • Visit San Blas and Guna villages
  • See Cartagena and Santa Marta
Starts / Ends
Balboa / Oranjestad
Activities
Snorkeling, Local Market Visits
Activity Level
Variable
Sail the Panama Canal on a 10-day Star Clippers cruise through Central America. Begin in Balboa, then transit the Panama Canal and see the locks in action. Explore Spanish forts in Portobelo, meet the Guna people in the San Blas Islands, and discover Colombia’s coastal cities of Cartagena and Santa Marta. Enjoy scenic days under sail.
Cruise Details
0
Visit Las Palmas’ Santa Ana Cathedral, a central landmark in the city
from $13,695
EXPLORE

Dream Of A Lifetime. Atlantic Crossing

Las Palmas to Philipsburg - 17 Day Itinerary aboard Sea Cloud Spirit
  • Experience Transatlantic Crossing
  • See the Gran Canaria landscapes
  • Explore Las Palmas old town
  • Climb rigging and set sails
Starts / Ends
Las Palmas / Philipsburg
Activity Level
Variable
Experience 17 days aboard Sea Cloud Spirit on a transatlantic crossing from Las Palmas to Philipsburg. Relax on deck, enjoy wellness programs, and explore Gran Canaria’s landscapes before arriving in the Caribbean.
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
from $13,655
EXPLORE

Dream Of A Lifetime. Atlantic Crossing

Las Palmas to Bridgetown - 18 Day Itinerary aboard Sea Cloud II
  • Experience Transatlantic Crossing
  • Sail under full sails
  • Visit Santa Ana Cathedral
  • Explore Bridgetown, Barbados
Starts / Ends
Las Palmas / Bridgetown
Activities
Village Visits, Small Ship Sailing
Activity Level
Variable
Take part in an 18-day transatlantic cruise aboard Sea Cloud II from Las Palmas, Gran Canaria to Bridgetown, Barbados. Relax under full sails, explore Gran Canaria’s landscapes, and discover Bridgetown’s UNESCO World Heritage colonial architecture and beaches.
Cruise Details
0
Sunset view from Hassan II Mosque in Casablanca
from $4,130
EXPLORE

Westbound Atlantic Ocean Crossing

Malaga - Bridgetown - 23 Day Itinerary aboard Star Clipper
  • Visit Safi port
  • View Arrecife golden sand beach
  • See Bridgetown Trafalgar Square
  • View Las Palmas volcanic crater
Starts / Ends
Malaga / Bridgetown
Activities
Archaeological Site Visits
Activity Level
Variable
Set sail on a 23-day transatlantic cruise from Malaga to Barbados on the Star Clipper, exploring stunning sites like the Alhambra in Spain, the Hassan II Mosque in Morocco, and the volcanic landscapes of the Canary Islands. Conclude your journey in Bridgetown, Barbados, visiting historic landmarks.
Cruise Details
0
Learn about the history of the Caribbean
from $9,990
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Prickly Pear Cays waters
  • Admire Nevis’ Georgian buildings
  • Visit Soufriere’s volcanic springs
  • Wander Bridgetown’s streets
Starts / Ends
Marigot / Bridgetown
Activity Level
Variable
Set sail on an 8-day cruise aboard the Emerald Azzura, island-hopping through vibrant cultures and breathtaking landscapes. Discover pristine beaches, vivid coral reefs, and the genuine warmth of locals while enjoying the elegance of a luxury yacht experience.
Cruise Details
0
Relax on the sunny beaches of the Caribbean
from $9,990
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore beaches in Bridgetown
  • Hike nature trails in Soufriere
  • Discover forts in Les Saintes
  • Visit the dockyard in Falmouth
Starts / Ends
Bridgetown / St. Martin
Activities
Hiking
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Azzurra, starting from Barbados. Explore stunning destinations like Soufrière, Falmouth Bay, Iles des Saintes, Gustavia, and end in lively Marigot, where vibrant culture and delicious local cuisine await.
Cruise Details
0
61-68 of 68 Results

Let us match you to your best adventure.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Jason Maynard employee profile
Jason M.
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?

Expert Guidance

With deep destination expertise in complex travel, we advise on how to maximize your time, avoid common pitfalls, and get the most out of every part of your trip.

One Seamless Journey

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

Peace of Mind

You'll work with a team of humans who get to know you, answer every question, and support you until you return home—we're always just a call or text away.

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.

Jason Maynard employee profile
Jason M
Plan My Trip
We love travel, talk with an expert 800.344.6118