Cayman Islands trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Cayman Islands

Trip Planner Caribbean  /  Cayman Islands
Known to some as an offshore financial haven, for pleasure seekers Cayman Islands remain one of the world's top vacation destinations, offering developed beaches and pristine reefs. Water-based activities remain among top things to do on Cayman Islands, with dolphin spotting, swimming with stingrays, and scuba diving favored by visitors of all ages. With world-class accommodations and a low crime rate, the islands ensure an ideal setting for relaxing family vacations. A holiday on Cayman Islands also provides a good chance to explore a cosmopolitan culinary scene, with a range of restaurants serving everything from Indian to Italian specialties. Cayman Islands is in Caribbean. Add Cayman Islands and other destinations to your itinerary using our Cayman Islands trip planner, and learn about what to see, what to do, and where to stay.
Read the Cayman Islands Holiday Planning Guide
Create a full itinerary — for free!

Plan your trip to Cayman Islands

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Cayman Islands

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
teens
- +
Children (2-11)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
teens
- +
Children (2-11)
- +
Close

Recently planned trips to Cayman Islands

5 days in Grand Cayman BY A USER FROM UNITED STATES May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 16 days in Caribbean BY A USER FROM UNITED STATES July, kids, outdoors, relaxing, popular PREFERENCES: July, kids, outdoors, relaxing ATTRACTION STYLE: Popular PACE: Medium 5 days in Caribbean BY A USER FROM UNITED STATES June, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: June, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 60 days in Caribbean BY A USER FROM UNITED STATES June, fast-paced, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Fast-paced 15 days in Caribbean BY A USER FROM UNITED STATES July, outdoors, relaxing, beaches, hidden gems PREFERENCES: July, outdoors, relaxing, beaches ATTRACTION STYLE: Hidden gems PACE: Medium 8 days in Grand Cayman BY A USER FROM UNITED STATES June, teens, kids, outdoors, relaxing, beaches, shopping, wildlife, popular PREFERENCES: June, teens, kids, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 4 days in Cayman Islands BY A USER FROM UNITED STATES June, culture, relaxing, beaches, historic sites, museums, popular & hidden gems PREFERENCES: June, culture, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 2 days in George Town BY A USER FROM CANADA November, beaches, popular PREFERENCES: November, beaches ATTRACTION STYLE: Popular PACE: Medium 8 days in West Indies BY A USER FROM INDIA November, slow & easy, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Slow & easy 15 days in George Town BY A USER FROM UNITED STATES June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 6 days in Grand Cayman BY A USER FROM UNITED STATES June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 4 days in West Indies BY A USER FROM INDIA July, romantic, popular PREFERENCES: July, romantic ATTRACTION STYLE: Popular PACE: Medium
View more plans