Trip Itineraries to Caribbean Islands

Trip Itineraries to Caribbean Islands

Discover dream destinations and trip itineraries in the Caribbean Islands

Create a trip

Escape to the tropical paradise of the Caribbean Islands, where crystal-clear waters, white sandy beaches, and a laid-back atmosphere await. Comprising over 700 islands and a population of around 43 million people, the Caribbean is a haven for relaxation and adventure. From the reggae rhythms of Jamaica to the colorful charm of Puerto Rico and the underwater wonders of the Bahamas, each island offers a unique blend of culture and natural beauty that will enchant every traveler.

Filter:
Top countries to visit (Single city trips)
3-day Rainforest Getaway
3-day Rainforest Getaway
Top countries to visit (Multi city trips)
Surf Like a Local: A Beach Lover’s Weekend Guide to Puerto Rico
Surf Like a Local: A Beach Lover’s Weekend Guide to Puerto Rico
5-day Wildlife Adventure
5-day Wildlife Adventure
5 Days of Island Hopping: Hidden Gems & Secret Beaches
5 Days of Island Hopping: Hidden Gems & Secret Beaches
4-day Coffee Country Tour
4-day Coffee Country Tour
A Week Long Adventure in Puerto Rico
A Week Long Adventure in Puerto Rico
5 Days of Romance, Sun and Fun in Puerto Rico
5 Days of Romance, Sun and Fun in Puerto Rico
 Can’t Miss Beaches, Food, & Drinks: 5-day Itinerary
Can’t Miss Beaches, Food, & Drinks: 5-day Itinerary
Your Ultimate 7-day Nature Lover’s Guide
Your Ultimate 7-day Nature Lover’s Guide
 A Weekend Exploring Puerto Rico’s Culture Through Music
A Weekend Exploring Puerto Rico’s Culture Through Music
Hidden Gems in the Center of the Island
Hidden Gems in the Center of the Island
7-day Guide to PR’s Colorful Culture & History
7-day Guide to PR’s Colorful Culture & History
Take a Trip to Southwest Puerto Rico
Take a Trip to Southwest Puerto Rico
7-day Adventure Seeker's Bucket List
7-day Adventure Seeker's Bucket List
The Ultimate Adventure: Five Days Exploring & Hiking
The Ultimate Adventure: Five Days Exploring & Hiking
Must-see cities (Single city trips)
A 5-day Family Retreat to Puerto Rico
A 5-day Family Retreat to Puerto Rico
72 Hours in Puerto Rico for Couples
72 Hours in Puerto Rico for Couples
3 Days of Wellness & Relaxation at the Beach
3 Days of Wellness & Relaxation at the Beach
3 Days of Relaxation in the Mountains
3 Days of Relaxation in the Mountains
A Weekend of Nature Exploration
A Weekend of Nature Exploration