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Caribbean Urban Exploration Tours

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Discover the vibrant urban landscapes of the Caribbean on our 5 captivating city tours for 2026. 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 12 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 $31,215, 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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Sandra F.

Clear waters of the Caribbean sea — Caribbean

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TrustScore 4.9 | 1076 reviews

TrustScore 4.9 of 5

Based on 1076 reviews on

1 month ago

Fabulous service for booking a cruise. Prompt response. Very satisfied

Christine Pavel

2 months 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

11 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

1 year ago

Jess is funtastic! She listens and fines the adventure I want to share with my granddaughter

carolynn basque

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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Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

Expert Guidance

With deep destination expertise in complex travel, we advise on how to maximize your time, avoid common pitfalls, and get the most out of every part of your trip.