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Greater Antilles Urban Exploration Tours

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Explore the vibrant urban landscapes of the Greater Antilles on our 2 captivating city tours for 2026. Embrace the lively Caribbean spirit as you uncover hidden gems in San Juan, St. John's, and beyond. From the active reefs of Culebra to the charming streets of Cruz Bay, each stop offers a unique blend of urban exploration and cultural immersion. Delight in the French flair of Gustavia, the tranquility of Friars Beach, and the charm of Vieques Island. With activities like village visits, wildlife viewing, and snorkeling, these tours cater to every adventurer. Join us on a journey that promises relaxation, discovery, and unforgettable memories. To start planning your Caribbean city adventure, contact one of Adventure Life's tour specialists for help crafting your dream itinerary.
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Havana Musicians
from $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
Homestays, Local Market Visits, Hiking, Urban Exploration
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.
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Farmer harvests his crop in Cuba
from $3,590
EXPLORE

Cuba Walking Tour

8 Day Itinerary
  • Explore Cuba on foot
  • Snorkel in Zapata National Park
  • Learn about the tobacco industry
  • Experience Cuban hospitality
  • Be immersed in Cuba's culture
Starts / Ends
Havana / Havana
Activities
Wildlife Viewing, Snorkeling
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.
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The looming fort walls of San Juan
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TrustScore 4.9 | 1045 reviews
TrustScore 4.9 of 5
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Based on 1045 reviews on
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2 days ago
Fabulous service for booking a cruise. Prompt response. Very satisfied
Christine Pavel
review score
1 month ago
After booking a cruise directly with Explora.com, Mary Curry ace it simple to transfer our booking to Adventure Life, and we were surprised and delighted to receive onboard credits from switching to a third party agent.
Jean
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10 months ago
Mary is always a pleasure to work with. She is knowledgeable, prompt and gives good pros and cons for any choices we had to make.
MTPhil
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1 year ago
Jess is funtastic! She listens and fines the adventure I want to share with my granddaughter
carolynn basque
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2 years ago
Angie was great! Always kept us informed of our trip. Great personality and easy to work with! Jean Hershey
jean hershey

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