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The Caribbean

Picture yourself immersed in turquoise waters, gently swaying palm trees casting shade on powdery white sands. Indulge in the rhythmic beats of reggae and salsa as the warm sun kisses your skin. Cuba is a gem that beckons with its rich history and vibrant spirit in this stunning archipelago. Explore Havana's colorful streets, where vintage cars add a nostalgic charm to the bustling cityscape. Beyond Cuba's shores lie hidden treasures scattered throughout the Caribbean. Embark on island-hopping adventures, discovering unique cultures and cuisines along the way. 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. Whether you seek relaxation or adventure, the Caribbean offers an unparalleled escape from everyday life. Lose yourself in its natural beauty, embrace the warmth of its people, and let the magic of this tropical haven transport you to a world of pure bliss.

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


Tours & Packages

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  • Regions: The Caribbean
  • including closed packages
4 matching packages
Small Group Tour Havana Express
Dive deep into the authentic life in Havana: a journey that will open your eyes, expand your understanding, and fill your heart
from $1499 w/ Flights from $1299 Tour Only 4 days
per person, double occupancy*
Small Group Tour Authentic Havana
Take in the heart & soul of this colorful & cultural island: Havana, Cojimar, Guanabacoa & Lawton
from $2119 w/ Flights from $1819 Tour Only 5 days
per person, double occupancy*
Small Group Tour Authentic Havana & the Scenic Viñales Valley
Explore the magic and magnificent heritage of Cuba from the culture and communities of Havana to the spectacular vistas of the Viñales Valley
from $2499 w/ Flights from $2199 Tour Only 7 days
per person, double occupancy*
Small Group Tour Colors of Cuba
Experience Cuba: Havana, Santa Clara, the colonial treasure of Trinidad & Cienfuegos, "the pearl of the south"
from $3549 w/ Flights from $3249 Tour Only 8 days
per person, double occupancy*

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* Advertised prices may include an "Instant Savings" discount and/or sale discount, available for a limited time. Prices reflect these discounts. Advertised prices are per person, based on double occupancy; single occupancy rooms may be available for an additional charge. Advertised prices are the best available based on the least expensive travel dates, departure city, and other options, and do not include optional excursions or other optional items. Your total price will vary based upon the dates, flights, and other options you select during the booking process. For packages including flights, prices include Airline Taxes, Fees & Sept. 11th Security Fee, but do not include excess baggage fees or advance seat reservations. Prices and availability subject to change. More about our prices.

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