All The Caribbean Trips
All The Caribbean, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about The Caribbean
The Caribbean Tours & Trips
53 The Caribbean trips. Tours from 58 tour companies. 71 reviews. 4.7/5 avg rating.
Filter by trip style:
53 Trips match your criteria (21 - 40 shown)
Lodging level
lodgingLevelName
Physical level
N/A
Highlights
- Fully customized trip based on preferences
- Matched with a local specialist
Unlock Community Benefits
Travel better together
- Save favorite trips and itineraries
- Get insider insights
- Receive personalized recommendations
- ... and much more
Best The Caribbean Tours by Duration
Best The Caribbean Tours by Price
The Caribbean Reviews & Ratings
A
Top Autumn Walking
There is a lot of enjoyable walking to be had on this trip, varied routes and tantalising views of big ridges and high peaks. There is also wildlife a plenty but ...
A
Spain
This is a wonderful combination of walking in the lovely Sierra Nevada mountains and then staying in Granada, although we extended our trip to give us 3 days in Gr...
A
Berchules, Sierra Nevada, Spain
Another great holiday thanks to Exodus! This was my 13th walking holiday with Exodus and one of the best, thanks to the varied walks, excellent leader, great scene...
A
Loved it!
Our first Exodus holiday and it will certainly not be the last. Everything ran smoothly even though we had to have a replacement guide due to illness. Dan, our gui...
A
Great time
Stars aligned for this trip, Outstanding Lead, Landscape, hosts and crew. Our guide Dan, had a bit of style and swagger. instilled confidence in all the group makin...
The Caribbean Tour Selection Trips
- With dozens of islands and countries in the Caribbean, it’s best to focus on one area at a time and take multiple trips to see more
- Don’t assume that all Caribbean islands are lush and green; some like Curacao and Barbados are dry and desert-like
- Americans can travel to Puerto Rico or the U.S. Virgin Islands without a passport, but you’ll need one for most Caribbean destinations
- A number of cruise ships now visit Cuba, but most big ships only stop for a day or two in Havana; search for small ships that make three or four stops while circling the island
- The southern Caribbean’s “ABC” islands (Aruba, Bonaire, Curacao) are virtually hurricane free
- Farther north in the Caribbean, hurricane season runs from June-November
- Winter is high tourism season in the Caribbean; summers are hot but less crowded and generally less pricey
Additional details
Always Find the Best
On Travelstride you can find 53 trips to The Caribbean and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.
Sign in to reveal savings up to $700 per person!