11 Days in Antigua and Anguilla

Beaches, Markets & More

Antigua is blessed with an abundance of fine white-sand beaches, but only in the southwest of the island, where a ridge of rainforest-covered hills rises abruptly from the patchwork of farmland, is the scenery grand and lushly tropical. Secluded behind this barrier, the nearby coastline has remained blissfully unspoiled.

A short plane ride away is Anguilla, a low-key place, with narrow roads and few large buildings. A tranquil speck in the Leeward Islands, Anguilla is 16 miles long, three miles wide and home to about 16,000 inhabitants. While the landscape is flat and scrubby, the sea is a luminous turquoise, and the white-sand beaches are among the best in the Caribbean. 

Itinerary Highlights

Our itineraries are for your inspiration. Please contact a travel advisor to customize this itinerary to fit your needs.

  • Explore a restored British naval station
  • Shop at a local market
  • Tour a sugar plantation dating from 1674
  • Enjoy private beachside dining
  • Go fishing, sailing, snorkeling and more 

Trip Overview

Day 1 : Arrive in Antigua
Transfer 40 minutes to the southwest coast of the island
Day 2 : Explore Nelson's Dockyard
Explore Nelson's Dockyard and relax at the beach in the afternoon
Day 3 : Visit a local market
Visit the weekly market in St. John's
Day 4 : Sightsee
Day 5 : Relax
Spend the day as you please
Day 6 : Montserrat
Fly to Montserrat and view the remains of its ruined capital city
Day 7 : Anguilla
Board a nonstop flight to Anguilla
Day 8 - 9 : Explore
Enjoy sailing, snorkeling, spa treatments, shopping day trips, fishing, etc.
Day 10 : Private beach dinner
Finish your last full day with an incredible dinner
Day 11 : Return home
Transfer to the airport and take your flight home.
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Day 1 : Arrive in Antigua

Arrive in Antigua and transfer 40 minutes to the dramatic southwest coast of the island, marked by a ridge of rainforest-covered hills rising abruptly from a patchwork of farmland. Take the rest of the day to settle into your resort, perhaps indulging in a spa treatment to refresh yourself after your flight.

93
Hermitage Bay

This 30-room hideaway is set on a peaceful hillside above a secluded white-sand bay on Antigua’s west coast.

93
Jumby Bay Island

Located on a 300-acre private residential island, this tranquil resort, reachable only by boat, is just a 15-minute transfer from mainland Antigua.

94
Carlisle Bay

Hidden away in the picturesque southwest of Antigua, this contemporary 87-suite resort overlooks a crescent of golden sand.

Day 2 : Explore Nelson's Dockyard

Explore Nelson's Dockyard, a fascinating restored British naval station with an array of elegant 18th-century colonial buildings. In the afternoon, relax at your resort's white-sand beach, wander a hiking trail, kayak through the mangroves or head out for some deep-sea fishing. 

Day 3 : Visit a local market

Visit the fruit and vegetable market in St. John's, where vendors sell colorful produce on Saturday mornings. Sample tropical delights such as custard apples, West Indian cherries and up to 14 varieties of mangoes (depending on the season). The arts and crafts market is next door, and visitors there can watch artisans in action and even get a custom dress made while they wait. 

Day 4 : Sightsee

Tour Betty's Hope, a sugar plantation dating from 1674, complete with a restored windmill. A bit farther on is Indian Town National Park, notable for its dramatic natural limestone arch called Devils's Bridge. The surf spouts through numerous blowholes, making for excellent photo opportunities.

Devil's Bridge in Indian Town National Park in Antigua
Devil's Bridge in Indian Town National Park in Antigua - Sarah_Cheriton/iStock/GettyImages

Day 5 : Relax

Spend today doing whatever you wish. Beachcomb, sail, snorkel, scuba dive, have a massage, unwind with a good book or enjoy activities provided by your resort.

Make the evening particularly romantic by arranging a private dinner on the jetty.

Day 6 : Montserrat

Take an unforgettable helicopter flight to nearby Montserrat, where you can view the remains of its ruined capital city, Plymouth, charred by flows of lava and ash in 1995.

The view of the Soufrière Hills volcano from a helicopter in Montserrat
The view of the Soufrière Hills volcano from a helicopter in Montserrat - MichaelUtech/iStock/GettyImages

Day 7 : Anguilla

After a leisurely morning, return to Antigua's airport and board a nonstop 45-minute flight to tranquil Anguilla. This tiny island (just 16 miles long and three miles wide) boasts luminously turquoise seas and some of the best beaches in the Caribbean. Take the remainder of the afternoon to unpack and relax.

Shoal Bay East beach in Anguilla
Shoal Bay East beach in Anguilla - shalamov/iStock/GettyImages
95
Belmond Cap Juluca

Set on its own 180-acre peninsula, this stylish, recently renovated resort fronts one of the finest beaches in the Caribbean.

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Malliouhana

This dramatic clifftop Moorish-Mediterranean hotel overlooks three beaches: Turtle Cove, Bobbing Cove and mile-long Meads Bay.

Day 8 - 9 : Explore

Use these days to leisurely explore Anguilla. Enjoy sailing or snorkeling, pamper yourself in the resort's spa, shop for beautiful local handicrafts, make a day trip to a deserted cay, head out for some fishing or just do nothing.

Day 10 : Private beach dinner

Finish your last full day with an unforgettable beach dinner, surrounded by glowing torches.

Day 11 : Return home

Transfer to the airport and take your flight home.

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Book This Itinerary

Contact a travel advisor to book your custom itinerary. Fill out the form or call (630) 734-4610.