Anguilla trip planner

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

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

Anguilla

Trip Planner Caribbean  /  Anguilla
A peaceful set of islands with a pristine, bespoke tourism infrastructure, Anguilla offers a restful vacation for beach-lovers, honeymooners, and diving enthusiasts. A scattering of historic attractions in Anguilla stand as testament to the native and colonial histories of the set of paradisal islands, but the focus here lies much more on coastlines rather than timelines. The beaches of Anguilla remain relatively untouched, allowing the scenery to speak for itself. However, this is no back-to-basics place, with whatever tourist developments there are being made to luxury standards, and priced accordingly. Anguilla is in Caribbean. Explore the family-friendly attractions of Anguilla and add them to your vacation plans using our Anguilla trip planner.
Create a full itinerary — for free!

Plan your trip to Anguilla

  • 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 Anguilla

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 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close

Recently planned trips to Anguilla

4 days in Anguilla BY A USER FROM TRINIDAD AND TOBAGO July, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular PREFERENCES: July, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium 7 days in West Indies BY A USER FROM BANGLADESH December, relaxing, romantic, beaches, wildlife, popular PREFERENCES: December, relaxing, romantic, beaches, wildlife ATTRACTION STYLE: Popular PACE: Medium 32 days in West Indies BY A USER FROM AUSTRALIA July, culture, historic sites, museums, shopping, wildlife, popular PREFERENCES: July, culture, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 6 days in St. Kitts, Shoal Bay Village & West End Village BY A USER FROM UNITED STATES May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 5 days in St. Kitts, West End Village & Shoal Bay Village BY A USER FROM UNITED STATES May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 4 days in Shoal Bay Village, West End Village & St. Kitts BY A USER FROM UNITED STATES May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 60 days in Caribbean BY A USER FROM IRELAND February, popular PREFERENCES: February ATTRACTION STYLE: Popular PACE: Medium 6 days in Anguilla BY A USER FROM PUERTO RICO July, relaxing, romantic, beaches, slow & easy, hidden gems PREFERENCES: July, relaxing, romantic, beaches ATTRACTION STYLE: Hidden gems PACE: Slow & easy 7 days in Caribbean BY A USER FROM UNITED STATES June, relaxing, popular PREFERENCES: June, relaxing ATTRACTION STYLE: Popular PACE: Medium 60 days in Africa, South America, Caribbean, Central America, United States, Europe, Asia & Middle East BY A USER FROM NETHERLANDS August, culture, historic sites, museums, wildlife, popular PREFERENCES: August, culture, historic sites, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium 6 days in Anguilla BY A USER FROM UNITED STATES June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 9 days in Caribbean BY A USER FROM INDIA November, outdoors, relaxing, beaches, wildlife, popular PREFERENCES: November, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular PACE: Medium
View more plans