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
(4/5 based on 34,000+ reviews for top 30 attractions)
Things to do: adventure, beaches, wildlife areas
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. In the build up to your vacation in Cayman Islands, plan trip itinerary minutiae using the visitor reviews, staff write-ups, and custom search fields on our Cayman Islands trip planner.
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.

Plan in the cities

Visit top cities in Cayman Islands:
Adventure, beaches, spas
Visit for: 4 daysStart a plan »
Adventure, breweries, museums
Visit for: 4 daysStart a plan »
Theme parks, adventure, water activities
Visit for: 4 daysStart a plan »
Adventure, nature, historic sites
Visit for: 1 dayStart a plan »
Nature, wildlife areas, adventure
Visit for: 1 dayStart a plan »

Explore a whole region

Recently planned trips to Cayman Islands

7 days in Grand Cayman BY A USER FROM UNITED STATES June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 8 days in Grand Cayman BY A USER FROM UNITED STATES March, kids, culture, outdoors, relaxing, beaches, historic sites, museums, popular PREFERENCES: March, kids, culture, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 8 days in Grand Cayman BY A USER FROM UNITED STATES March, kids, popular PREFERENCES: March, kids ATTRACTION STYLE: Popular PACE: Medium 8 days in Grand Cayman BY A USER FROM UNITED STATES May, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular PREFERENCES: May, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular PACE: Medium 7 days in Grand Cayman BY A USER FROM BOLIVIA March, popular PREFERENCES: March ATTRACTION STYLE: Popular PACE: Medium 10 days in Grand Cayman BY A USER FROM UNITED STATES June, outdoors, relaxing, beaches, shopping, hidden gems PREFERENCES: June, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 7 days in Grand Cayman BY A USER FROM UNITED STATES April, popular PREFERENCES: April ATTRACTION STYLE: Popular PACE: Medium 5 days in Grand Cayman BY A USER FROM CAYMAN ISLANDS April, outdoors, beaches, popular PREFERENCES: April, outdoors, beaches ATTRACTION STYLE: Popular PACE: Medium 5 days in Grand Cayman BY A USER FROM UNITED STATES March, culture, outdoors, relaxing, romantic, beaches, hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches ATTRACTION STYLE: Hidden gems PACE: Medium 7 days in Grand Cayman BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, shopping, popular PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, shopping ATTRACTION STYLE: Popular PACE: Medium 8 days in Grand Cayman BY A USER FROM CAYMAN ISLANDS March, outdoors, relaxing, popular PREFERENCES: March, outdoors, relaxing ATTRACTION STYLE: Popular PACE: Medium 8 days in Grand Cayman BY A USER FROM CANADA October, culture, outdoors, relaxing, beaches, historic sites, hidden gems PREFERENCES: October, culture, outdoors, relaxing, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium
View more plans

Inspirock Trip Planner in the News