AITO 4.9 Excellent Rating
Caribbean Island Tours & Holidays
Experience the Caribbean with our expertly guided small group tours. Our Caribbean Island Tours showcase the region’s most beautiful islands, combining cultural discovery, natural highlights, and time to relax on some of the world’s finest beaches.
The Caribbean is a region of extraordinary diversity, where turquoise seas, volcanic landscapes, colonial history, and vibrant island cultures come together. Our Caribbean Islands Tours are designed to give you a deeper, more meaningful way to explore the region — balancing iconic highlights with authentic local experiences and time to relax.
From the historic charm of St. Kitts & Nevis to the lush rainforests of Dominica, the dramatic volcanic scenery of Saint Lucia, and the colourful Dutch heritage of Curaçao, each island reveals a distinct personality. Whether you’re drawn to pristine beaches, rich cultural traditions, or immersive nature experiences, the Caribbean offers a journey that feels both adventurous and effortlessly rewarding.
Explore our Caribbean Islands Tours
Most of our Caribbean Islands Tours are operated as Small Group Adventure Tours, providing a more personal and immersive travel experience. By keeping group sizes intentionally small, travellers can enjoy greater flexibility and comfort throughout the journey.
Small groups also allow for deeper connections with local culture, nature, and experiences. Guests have more opportunities to interact with knowledgeable local guides, gaining insights into the history, traditions, and natural wonders of each island.
What to Expect on Our Caribbean Islands Tours
Our Tours focus on exploration, comfort, and variety, combining guided sightseeing with free time to enjoy island life at your own pace.
- A relaxed, well-paced journey designed to avoid rushed travel
- Small group experiences for a more personal and flexible tour
- A balance of guided sightseeing and free time on each island
- Thoughtfully planned routes that maximise time on the ground
- Knowledgeable local guides and experienced tour leaders
What to see on our Caribbean Islands Group Tours
As featured in
With a 97% satisfaction rating from over 250 independent reviews on AITO, our travellers consistently praise the unique experiences and exceptional service provided by Undiscovered Destinations. From exploring the vibrant cultures of West Africa to uncovering hidden gems in the Caribbean, our carefully curated tours offer unforgettable adventures off the beaten path.
A wonderful opportunity to explore and experience a string of Caribbean islands. Although the pace of the trip was fast, we still managed to see behind the glitz and glamour of the holiday industry and get to grips with local history and culture.
Some inspiration from our blog
Our Caribbean Island Tours typically include accommodation, guided sightseeing, inter-island transport during the tour, and the services of experienced local guides or tour leaders. Many meals and entrance fees to key attractions are also included, depending on the itinerary.
The number of islands varies by tour, but most Caribbean Island Tours visit several destinations to give you a broad introduction to the region. Tours commonly include a mix of cultural, nature-focused, and coastal islands to showcase the Caribbean’s diversity.
Yes. Caribbean Island Tours are ideal for first-time visitors as they combine guided experiences with free time, making it easy to explore multiple islands without the stress of planning logistics or travel connections.
Our group tours are intentionally kept small, typically up to around 12 travellers. This allows for a more personal experience, better access to local sites, and a relaxed travel pace.
You can enquire online or get in touch with our experienced travel team by phone or email. We’ll help you choose the tour, check availability, and guide you through the booking process to ensure a seamless Caribbean Island holiday.
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