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Caribbean Trips with Village Visits

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Live one of the below 4 unique Caribbean cultural experiences for 2024 or 2025. Visit villages and experience local cuisine with a local English speaking guide on your own private tour or small group guided tour. Discover unique local cultures on trips that include activities like village visits, cruises, small ship cruises, cultural, and archaeological site visits and cost from $6,601 for experiences of 8 to 14 days. Tell us about your ideal Caribbean cultural trip and our Caribbean experts will help you plan every detail of your next trip.
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Learn about the history of the Caribbean

Embracing Inner Spirit and Thriving Caribbean Cruise

Saint Martin to Barbados - 8 Day Itinerary aboard SH Vega
  • Explore Philipsburg, Sint Maarten
  • Discover the town of Gustavia
  • Explore the village of Deshaies
  • Admire the Pitons in Soufriere
  • Discover Saint-Pierre, Martinique
  • Explore Bridgetown, Barbados
Starts / Ends:
Philipsburg / Bridgetown
Archaeological Site Visits, Kayaking, Small Ship Cruises, Village Visits
Activity Level:
Experience the best of the Caribbean with this 8-day itinerary. Start your trip in Philipsburg, Sint Maarten, and soak in the vibrant atmosphere of this Dutch capital. Enjoy the lively beachfront establishments, excellent shopping, and stunning beaches like Great Bay and Little Bay. In Gustavia, …
Cruise Details
Explore colorful Gustavia

Hidden Charms of the Caribbean

San Juan - St John's - 8 Day Itinerary aboard Emerald Sakara
  • Discover active reefs in Culebra
  • Experience Vieques Island's charm
  • Indulge in Gustavia's French flair
  • Explore the serene Friars Beach
Starts / Ends:
San Juan / St. John's
Urban Exploration, Village Visits
Activity Level:
Set sail on the Emerald Sakara, a contemporary luxury vessel, from San Juan and embark on an exciting Caribbean journey. Explore the diverse marine life and tranquil beaches of Culebra, the bustling waterfront of Esperanza Bay on Vieques Island, and the charming streets of Cruz Bay on St. John …
Cruise Details
Get stunning views of historic Cartagena

Tropical Charms of the Caribbean & Beyond

Cartagena - Nassau - 12 Day Itinerary aboard SH Diana
  • Discover Cartagena
  • Discover Santo Domingo
  • Explore Samaná
  • Discover Exumas
Starts / Ends:
Cartagena / Nassau
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
On this 12-day Caribbean cruise aboard the SH Diana, explore enchanting destinations from Cartagena to Nassau. Begin in Cartagena's Old City with historic architecture and coastal beauty. In Santa Marta, delve into history, surrounded by the Sierra Nevada mountains and Tayrona National Park. …
Cruise Details
Take a leisurely stroll through beautiful Bridgetown

Mystique of the Azores

Bridgetown - Lisbon - 14 Day Itinerary aboard World Voyager
  • Explore Azores Islands
  • Experience Ponta Delgada
  • Stroll Praia da Vitória
  • Hike Vigia da Queimada
Starts / Ends:
Bridgetown / Lisbon
Archaeological Site Visits, Hiking, Small Ship Cruises, Village Visits
Activity Level:
Discover Europe's hidden gem – the Azores Islands on this 14-day Mystique of the Azores Cruise from Bridgetown to Lisbon aboard World Voyager. Explore rugged coastlines, volcanoes, crater lakes, and the UNESCO Global Geopark. Immerse in the pineapple cultivation culture in Ponta Delgada …
Cruise Details
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