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Caribbean Cruise Guide

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Learn all you need to know about traveling the Caribbean Islands. Find out when is the best time to sail the Caribbean. Read an island by island overview of the top highlights in the Caribbean. Have more questions about travevling to the Caribbean? Feel free to contact our Caribbean cruise specialists with any questions you may have.
All Caribbean Articles

Caribbean Travel Articles

Relax on the beaches of St. Maarten

Best Time to Visit the Caribbean

Find the best time for Caribbean cruises on a small ship or sailboat. Determine the best month for a Caribbean cruise depending on your preferences for budget, activities, and weather.
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Wander the white-sand beaches of St. Johns on your Virgin Islands cruise

Top 5 Things to Do in the Lesser Antilles

Discover the top 10 must-see attractions and activities in the Lesser Antilles for an unforgettable Caribbean adventure!
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Encounter tropical wildlife while you sail on the Aranui

Top Things to Do in the Grenadines - Must-See Attractions & Activities

Explore the top things to do and see in the Grenadines and make the most of your trip!
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Discover incredible history and culture in Puerto Rico

10 Must-Do Activities in Puerto Rico

Explore the 10 best things to do in Puerto Rico and make the most of your visit to this beautiful Caribbean island!
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Skyline of Old Havana Cuba

Top 10 Must-See Attractions in Cuba

Discover the top things to do and see in vibrant Cuba!
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Flamingos in Caribbean islands

Top Things to Do in Bonaire

Discover the top 10 things to do in Bonaire for an unforgettable Caribbean adventure.
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Snorkel the warm Caribbean waters on your small ship cruise

Discover the Top 10 Places to Visit in the Caribbean

Discover the top 10 places to visit in the Caribbean
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Nassau Lighthouse

Top 5 Things to Do in the Bahamas

Discover the top 5 things to do in the Bahamas and make the most of your tropical vacation.
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Caribbean Travel Stories

Pelican Beach Resort - South Water Caye

Family Trip to Belize

We hadn't traveled for over three years, and with our oldest about to turn 5 we knew it was time to get both of their passports stamped! We decided to bring them to Belize, one of our favorite destinations, where we could swim, snorkel, fish, kayak and relax as a family.
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Iximche Ruins

Best of Guatemala

In celebration of my partner's 40th birthday, we said goodbye to the negative temperatures of Idaho and headed out for Guatemala!
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Sunset over the Liberty Clipper

Honeymoon Sailing in the Bahamas

After getting married in Montana in the summer, we treated ourselves to a honeymoon in January. We spent a week sailing on the Liberty Clipper around North Eleuthera and a few extra days relaxing on Governor's Harbour's pink sand beaches. It was the perfect getaway in the middle of Montana's winter.
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10 Adventures in Belize at the Hamanasi Dive & Adventure Resort

The eco-lodge in Belize offers incredible dive and snorkel experiences, nature and cave hikes, and learning about the Mayan culture.
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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

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