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The Caribbean

This long archipelago of island nations, each with its own distinctive culture and flavor, ranges from high-brow beach resorts to unspoiled isles of mountains and rainforests. Steeped in the lore of pirates and Indians, colonization by a plethora of European nations and the Africans they brought with them, have created a rich and diverse tapestry.

Browse our packages to the Caribbean below, or select a country to narrow the results.

Destinations in the Caribbean

Tours & Packages to the Caribbean

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Authentic Havana New
Take in the heart & soul of this colorful & cultural island: Havana, Cojimar & Regla
6 days from $2299 $1999
per person, double occupancy*
dates small group tour + flights
Captivating Cuba
An encompassing Cuba tour: Havana, Cojimar, Varadero, Trinidad, Cienfuegos, Santa Clara & Sancti Spiritus
9 days from $4599 $4199
per person, double occupancy*
dates small group tour + flights
Colors of Cuba
Stay in 5-star hotels as you tour Havana, Cojimar, the colonial treasure of Trinidad, Cienfuegos, Santa Clara & Sancti Spiritus
9 days from $5259 $4859
per person, double occupancy*
dates small group tour + flights
Cruise Cuba
See more of Cuba by sea: embark from Montego Bay & sail to Santiago de Cuba, Havana, Punta Frances (Isla de la Juventud) & Cienfuegos
8 days from $2499 $2199
per person, double occupancy*
dates cruise
Highlights of Havana & Varadero
Explore Havana, Cuba’s cultural capital, & Varadero, its premier beach; plus Cojimar & Matanzas
7 days from $3599 $3299
per person, double occupancy*
dates small group tour + flights
Discover Havana
Take in the heart & soul of this colorful & cultural island: Havana, Cojimar & Las Terrazas
closed
6 days
per person, double occupancy*
dates small group tour + flights
Treasures of Eastern Cuba
Explore Santiago, Cuba's eastern cultural capital, an indigenous Taíno village, Holguín, city of parks & eclectic art, and Guardalavaca's sun & sand
closed
7 days
per person, double occupancy*
dates small group tour + flights