Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Anguilla Vacation Packages

With picture-perfect beaches and waters teeming with lobster and turtles, this laid-back Caribbean nation is a slice of island paradise.

Anguilla is an island nation in the Lesser Antilles, a spectacular chain of Caribbean Islands that arcs from the Virgin Islands to Barbados. Pristine beaches and pure waters have made it a popular wedding destination, while low visitor numbers make it the perfect escape from the rigors of modern life.

Fly into the international airport or arrive by boat from nearby islands. Anguilla artfully blends designer resorts with quaint West Indian-style guesthouses. At just 16 miles (26 kilometers) long and 3 miles (5 kilometers) wide, the island is easy to explore. 

The nation’s capital, The Valley, is home to about 2,000 residents. Take a free National Trust heritage tour and see the town’s British colonial buildings and oldest-surviving plantation home, Wallblake House. Discover local history at the Heritage Collection Museum. Walk to the peak of Anguilla’s highest point, Crocus Hill, to explore the old prison ruins and enjoy views across Crocus Bay.

Along the coast there are 33 beaches to explore. Year-round, the beaches at Shoal Bay, Barnes Bay and Rendezvous Bay look as if they’ve leapt from the covers of travel magazines. From April to November, beaches such as Maundays Bay, Meads Bay and Limestone Bay become nesting grounds for leatherback, green and hawksbill turtles.

Take a dive or snorkeling tour to spectacular coral reefs and shipwrecks at sites like Prickly Pear Cays and Grouper Bowl. Or, take a day cruise aboard a luxury catamaran and explore the waters between Anguilla and St. Maarten. 

Visit in August to experience the Anguilla Summer Festival, when parades, fireworks and parties fill the streets of The Valley, and flotillas of colorful boats take to the water. 

At sunset, take a romantic horseback ride along the beach, then enjoy the island’s famous lobster dishes at one of the many beachfront restaurants. Visit some of the laid-back bars then join welcoming locals on the beach as they celebrate their island home with dancing and Caribbean drumming.


Top Hotel Deals

See all 125 Properties in Anguilla
Four Seasons Resort and Residence Anguilla ¥61,709
Reviewed on May 7, 2019
See details
 
Four Seasons Resort and Residence Anguilla

Four Seasons Resort and Residence Anguilla

Barnes Bay, West End Village
     
    4.7 of 5
    5.0 out of 5.0 Stars

    The staff were extremely pleasant. I honestly didn't expect that.

    Zemi Beach House Hotel & Spa ¥45,155
    Reviewed on Jun 4, 2019
    See details
     
    Zemi Beach House Hotel & Spa

    Zemi Beach House Hotel & Spa

    Shoal Bay, Shoal Bay
       
      4.8 of 5
      5.0 out of 5.0 Stars

      Beautufully appointed rooms. The breakfast is a big spread of hot and cold items, fruits and pastries. An excellent added value for the stay. The beach is spectacular and all the staff are pleasant and efficient

      Belmond Cap Juluca ¥72,441
      Reviewed on May 1, 2019
      See details
       
      Belmond Cap Juluca

      Belmond Cap Juluca

      Maundays Bay, West End Village
         
        4.6 of 5
        5.0 out of 5.0 Stars

        Amazing and clean beach. Quiet and lovely. The staff is very friendly.

        Turtles Nest Beach Resort  ¥20,391
        Reviewed on May 15, 2019
        See details
         
        Turtles Nest Beach Resort 

        Turtles Nest Beach Resort 

        Meads Bay, West End Village, Anguilla
           
          4.3 of 5
          3.0 out of 5.0 Stars

          The room was clean and the employees were very friendly and pleasant. No shopping opportunities such as snacks, coffee or souvenirs.

          La Vue Boutique Inn ¥17,248
          Reviewed on May 14, 2019
          See details
           
          La Vue Boutique Inn

          La Vue Boutique Inn

          Back Street, South Hill
             
            4.3 of 5
            3.5 out of 5.0 Stars

            Huge rooms! Super clean and staff was nice! great value. The restaurant on property was super over priced, but they don't belong to the hotel

            Malliouhana, An Auberge Resort ¥41,243
            Reviewed on Jun 20, 2019
            See details
             
            Malliouhana, An Auberge Resort

            Malliouhana, An Auberge Resort

            Malliouhana, Meads Bay, West End Village
               
              4.8 of 5
              4.5 out of 5.0 Stars

              The decor and ambience is one of understated elegance.

              CuisinArt Golf Resort & Spa ¥69,758
              Reviewed on Apr 30, 2019
              See details
               
              CuisinArt Golf Resort & Spa

              CuisinArt Golf Resort & Spa

              Rendezvous Bay, Rendezvous Bay
                 
                4.5 of 5
                4.5 out of 5.0 Stars

                Excellent service. Staff are all very helpful my vacation unforgettable!

                Shoal Bay Villas ¥25,757
                Reviewed on May 24, 2019
                See details
                 
                Shoal Bay Villas

                Shoal Bay Villas

                Shoal Bay East, Shoal Bay
                   
                  4.9 of 5
                  3.5 out of 5.0 Stars

                  Perfect place for R&R. The most peaceful and beautiful place I have found in the Caribbean.

                  Top Deals on Flights

                  These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.