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Top Greater Antilles Trips & Tours in January, 2023

Travel made your way
Greater Antilles
  • 14 Cruises + Land Tours
Picturesque Cuba
Caribbean
  • 37 Cruises + Land Tours
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Clear waters of the Caribbean sea
Antigua
  • 6 Cruises
Lush green forests and clear blue waters of the Caribbean
Barbados
  • 10 Cruises
Take a leisurely stroll through beautiful Bridgetown
Dominica
  • 8 Cruises
Encounter tropical wildlife while you sail on the Aranui
Grenada
  • 11 Cruises
Snorkel the clear, tropical waters
Lesser Antilles
  • 28 Cruises
Wander the white-sand beaches of St. Johns on your Virgin Islands cruise
Puerto Rico
  • 2 Cruises
Discover incredible history and culture in Puerto Rico
Lesser Antilles
  • 28 Cruises
Wander the white-sand beaches of St. Johns on your Virgin Islands cruise
St. Barth
  • 9 Cruises
Play on the famously beautiful beaches of St. Barth's
St. Kitts
  • 4 Cruises
Stroll along the beautiful beaches of the Caribbean
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Cycling through the revolutionary landscape of Cuba
$3,490
EXPLORE

Cuba Multisport

7 Day Itinerary
  • Bike, kayak, snorkel, and hike Cuba
  • Appreciate Cuba's colonial past
  • Be immersed in Cuba's culture
  • Enjoy excellent wildlife viewing
  • Experience Cuban hospitality
Starts/ Ends in:
Havana / Havana
Activities:
Biking, Hiking, Homestay, Kayaking, Land, Snorkeling, Wildlife Viewing
Activity Level:
Moderate
Experience Cuba by bike, kayak, and on foot on this 7-day guided Cuba multisport tour. This People-to-Peopletour offers myriad opportunities to delve into Cuba's rich traditions, from architecture to lively music and authentic cuisine, and enjoy meaningful exchanges with Cubans. Learn about …
Tour Details
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Hiker in the Holguin Province, Cuba
$3,190
EXPLORE

Cuba Walking Tour

8 Day Itinerary
  • Explore Cuba on foot
  • Snorkel in Zapata National Park
  • Learn about the tobacco industry
  • Hike to waterfalls and caves
  • Be immersed in Cuba's culture
  • Experience Cuban hospitality
Activities:
Hiking, Homestay, Land, Local Market, Snorkeling, Urban Exploration, Wildlife Viewing
Activity Level:
Moderate
Experience the diversity of Cuba on an 8-day guided Cuba tour. This People-to-People tour explores the diverse urban cities of Cienfuegos, Trinidad, and Havana and provides visitors incredible opportunities to delve into the rich traditions and heritage of Cuban culture. Hike pristine landscapes, …
Tour Details
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Farmer harvests his crop in Cuba
$2,245
EXPLORE

Classic Cuba

Cars, Rum, and Cigars - 5 Day Itinerary
  • Walk the vibrant streets of Havana
  • Sample rum and local delicacies
  • Tour cigar-rolling factories
  • Explore stunning Valley de Vinales
  • View Hemingway's former estate
Activities:
Hiking, Homestay, Land, Local Market, Urban Exploration
Activity Level:
Relaxed
Experience Classic Cuba on this 5-day Cars, Rum, and Cigars highlights tour. Encounter Hemingway's Havana as you visit his favorite bars and his former estate. Get a taste of Cuba's revolutionary spirit and contemporary culture with visits to Havana's Tropicana andFábrica de Arte …
Tour Details
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Enjoy Savannah's beautiful Forsyth Park
$5,599
EXPLORE

Southern Coastal Charm

Roundtrip Amelia Island - 12 Day Itinerary aboard Ocean Voyager
  • Experience Jacksonville hospitality
  • Explore beautiful Savannah, Georgia
  • Admire Charleston's architecture
  • Sunbathe on beaches in the Bahamas
Starts/ Ends in:
Jacksonville / Amelia Island
Activities:
Archaeological Sites, Small Ship Cruise, Urban Exploration
Activity Level:
Relaxed
From the historic South to pristine beaches, a voyage from the Southeast coast to The Bahamas delivers just the right balance of excitement and relaxation. Charleston, South Carolina, and Savannah, Georgia offer a glimpse into coastal Southern living and stunning historic architecture, while the …
Cruise Details
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St Barth Island, Caribbean
$1,999
EXPLORE

San Juan to Charlotte Amalie

5 Day Itinerary aboard SeaDream II
  • Visit the Virgin Islands
  • Dive along the coast of St. Barths
  • See the island of St. Thomas
  • Explore San Juan, Puerto Rico
Starts/ Ends in:
San Juan / Charlotte Amalie
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Board the SeaDream II on this exclusive 5-day adventure sailing across the Caribbean and discover all the picture-perfect views that make this region famous. Stop at pristine beaches for swimming in crystal-clear warm waters and relaxation under the sun. Bring your camera and sunscreen and prepare …
Cruise Details
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Explore colorful Gustavia
$5,440
EXPLORE

Santo Domingo and Caribbean treasures

Santo Domingo - Fort-de-France - 13 Day Itinerary aboard Le Dumont-d'Urville
  • Enjoy crystal waters of Caribbean.
  • Explore Santo Domingo.
  • Discover 8 islands on the same time
  • Amaze with landscapes of Guadeloupe
Starts/ Ends in:
Santo Domingo / Fort de France
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board in Santo Domingo, where you can take in the charms of the "New World's" oldest capital, a UNESCO World Heritage Site. The British Virgin Islands are comprised of approximately sixty islands, most of which are uninhabited. They are located between the Lesser and Greater Antilles. …
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