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Caribbean Urban Exploration Tours

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Discover the vibrant urban landscapes of the Caribbean on our 3 captivating city tours for 2025. Surrounded by crystal-clear waters and lush tropical scenery, our Caribbean city tours offer a journey that seamlessly blends culture, history, and adventure, providing an in-depth understanding of this remarkable destination. Over 5 to 8 days, you will explore the Hidden Charms of the Caribbean, from the charming streets of San Juan to the French flair of Gustavia and the serene beaches of St. John. Indulge in village visits, urban exploration, and wildlife viewing, immersing yourself in the rich heritage of these vibrant cities. With prices starting at $2,245 to $30,890, embark on a Caribbean adventure that unveils the magic of the region's diverse landscapes and urban environments. Contact us to start planning your tropical getaway today!
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Explore the famous rock formations of the baths
from $7,990
2for1
EXPLORE

Quintessential Caribbean

8 Day Itinerary aboard Emerald Sakara
Starts / Ends
San Juan / St. Thomas
Activities
Urban Exploration, Local Market Visits, Archaeological Site Visits
Activity Level
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbour, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays. Enjoy unique experiences and stunning landscapes throughout your cruise.
  • Relax on Prickly Pear Cays' beaches
  • Visit Guadeloupe’s fishing village
  • Visit port of Falmouth Harbour
  • Wander through lively Cruz Bay
Cruise Details
0
Havana Musicians
from $2,245
EXPLORE

Classic Cuba

Cars, Rum, and Cigars - 5 Day Itinerary
Activities
Hiking, Homestays
Activity Level
Relaxed
Rolled cigars, rum spiked with sugarcane juice, and colorful vintage cars - these are the icons of Cuba that await you on this 5-day People-to-People classic Cuba tour. Find yourself immersed in legendary Cuban culture as you explore legendary Havana, the tobacco mecca Vuelta Abajo, and breathtaking Valle de Viñales.
  • 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
Tour Details
0
Farmer harvests his crop in Cuba
from $3,590
EXPLORE

Cuba Walking Tour

8 Day Itinerary
Starts / Ends
Havana / Havana
Activities
Snorkeling, Wildlife Viewing
Activity Level
Moderate
Discover natural beauty and rich Cuban heritage on this 8-day People-to-People walking tour in Cuba. Visit Cienfuegos, Trinidad, Playa Larga, Vinales, Havana, and five parks & reserves. Explore by foot and encounter local experts, farmers, and artists as you gain insight into their history, traditions & vibrant culture on this highlights Cuba trip.
  • 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
Tour Details
0
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TrustScore 4.8 | 547 reviews
TrustScore 4.8 of 5
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Based on 547 reviews on
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1 month ago
Jess is funtastic! She listens and fines the adventure I want to share with my granddaughter
carolynn basque

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