Anguilla Vacations & Trips from $1,062

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Your Anguilla Vacation

Leave the travel planning up to us with an Anguilla vacation package. With everything organized before you head off, the only thing left to do is sit back, chill out and experience this destination's many wonders. Why not organize your trip to Anguilla around its most popular cities? West End Village, South Hill and Rendezvous Bay are all wonderful places to start. Start packing your bags, because your Anguilla vacation is only a few clicks away with Expedia.

Top destinations in Anguilla

Anguilla featuring a sandy beach, general coastal views and landscape views
FlightsFlightsHotelsHotels

The Valley

The Valley

The Latest Anguilla Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (37 reviews)
Did not like that they didn't have a bar on site.

Reviewed on Jan 30, 2025

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (77 reviews)
Beautiful property!!! Very quiet! The staff was really lovely…outside of maybe one server. Live music on Sunday evening was such a nice vibe! Thank you to Malliouhana for brightening a dark January.

Reviewed on Feb 3, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Mar 16 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (15 reviews)
Amazing beach and climate; quiet straightforward accomodations and breakfasts; kitchens in some rooms on an island with the full range of great restaurants.

Reviewed on Jan 4, 2025

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Mar 16 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8.6/10 Excellent! (51 reviews)
Every time I come and visit Anguilla I will be staying right there it's so perfect and clean and everybody is so friendly and nice

Reviewed on Aug 11, 2024

Best Places to Vacation in Anguilla

1. Book your ideal West End Village with a vacation package

West End Village in Anguilla offers a unique and captivating outdoor vacation experience. With its stunning beaches, crystal-clear waters, and beautiful islands, it is the perfect destination for beach lovers. The local atmosphere is filled with luxury and relaxation, making it an ideal spot for those seeking a peaceful getaway. Whether you want to indulge in delicious dining options, go sailing or surfing, or simply relax on the white sand beaches, West End Village has it all. Get ready to immerse yourself in the beauty of nature and enjoy a truly unforgettable vacation in this tropical paradise.

  • The peak season is from November to January
  • The off-peak season is from February to April
  • Travelers tend to stay 5 days in West End Village

2. Plan your dream getaway to Rendezvous Bay

Rendezvous Bay in Anguilla offers a perfect outdoor vacation experience with its stunning sandy beaches, trendy resorts, luxurious spas, and beautiful golf courses. The island's serene atmosphere and picturesque landscapes make it an ideal destination for relaxation and romance. Whether you're looking to soak up the sun on the pristine beaches or indulge in rejuvenating spa treatments, Rendezvous Bay has it all. With its geographic affinities and range of recreational activities, this Caribbean paradise promises a memorable and blissful vacation for all.

  • Travelers tend to stay 5 days in Rendezvous Bay

3. Explore Shoal Bay with a vacation package

Shoal Bay in Anguilla offers a fantastic beach vacation experience with a vibrant local atmosphere. The beach is perfect for activities like dancing, fishing, and enjoying live music. There are also opportunities for snorkeling and exploring nearby islands. Visitors can indulge in spa treatments and enjoy delicious dining options. Shoal Bay is known for its luxury accommodations and vacation packages, making it an ideal destination for a memorable vacation. With its geographic affinities and range of entertainment options, Shoal Bay has something for everyone seeking a beach getaway in a beautiful setting.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Shoal Bay

4. Experience Maunday's Bay with a travel package

The Valley in Anguilla offers a unique and captivating atmosphere for beach vacation seekers. With its stunning geographical affinities, visitors can enjoy the beauty of pristine beaches, explore the enchanting islands, delve into the rich historical heritage, indulge in the vibrant art scene, embark on exciting boating adventures, and engage in birdwatching activities. The small-town charm adds to the overall experience, while snorkeling enthusiasts can discover the wonders of the sea. After a day of exploration, relax and unwind at the local beachside bars, immersing yourself in the true essence of this tropical paradise.

  • Travelers tend to stay 4 days in Maunday's Bay

6. Find your perfect South Hill vacation

South Hill in Anguilla offers a unique and idyllic atmosphere for a beach vacation. With its stunning geographic affinities, including pristine beaches, crystal-clear seas, and picturesque islands, it is a true paradise for beach lovers. The locals are known for their friendliness and hospitality, making visitors feel welcome and at ease. Whether you're sipping coffee at a charming café, dining at a gourmet restaurant, or indulging in luxury accommodations, South Hill offers a relaxing and rejuvenating experience. The scenic views and vibrant port add to the overall charm of this coastal town, making it an ideal destination for a beach getaway.

  • Travelers tend to stay 4 days in South Hill

5. Discover The Valley with our vacation deals

Maunday's Bay in Anguilla offers a serene and picturesque atmosphere for an outdoor vacation. With its crystal-clear turquoise waters and pristine white sand beaches, it provides the perfect setting for relaxation and sunbathing. The bay is surrounded by lush tropical vegetation, creating a tranquil and natural ambiance. Visitors can enjoy various water activities such as swimming, snorkeling, and paddleboarding. The bay also offers stunning views of the Caribbean Sea and the neighboring islands. Whether you're looking to unwind on the beach or explore the underwater beauty, Maunday's Bay promises an unforgettable outdoor vacation experience.

  • The peak season is from February to April
  • The off-peak season is from November to January
  • Travelers tend to stay 5 days in The Valley

Find the Best Anguilla Vacation Packages

Best months to visit Anguilla

Looking for the best time to visit Anguilla? Our table will help you. Anguilla boasts a year-round average temperature of 80.3°F, reaching a peak of 82.9°F in September, its warmest month, and dropping to an average low of 77.4°F in March, the coolest month. The annual rainfall averages 75.1mm, with October experiencing the heaviest showers, while February is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January78.3No Rain (Dry)Mostly Sunny
February77.7No Rain (Dry)Mostly Sunny
March77.4No Rain (Dry)Mostly Sunny
April78.4No Rain (Dry)Mostly Sunny
May80.1Light RainMostly Sunny
June81.5Light RainMostly Sunny
July82.0Light RainMostly Sunny
August82.6Light RainMostly Sunny
September82.9Light RainMostly Sunny
October82.4Light RainMostly Sunny
November81.1Light RainMostly Cloudy
December79.5No Rain (Dry)Mostly Sunny

How to save money on a vacation to Anguilla

  • Combine your flights with hotels or car rentals to save money.
  • Take advantage of Expedia's OneKey program to collect points and save money.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season from October to December for better deals.
  • Use Expedia's search filter for price limits to find a package deal that suits your budget.
  • Discover the best vacation experience for you by using Expedia's travel experience filter, whether it's a family, romantic, or adventurous getaway.

Anguilla Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Top Sights
Shoal Bay Beach, Maundays Bay and Anguilla Arch

Anguilla Hotel Deals

Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
5 out of 5
Barnes Bay, West End Village
The price is $1,648 per night from Feb 22 to Feb 23
$1,648
includes taxes & fees
$1,480 per night
Feb 22 - Feb 23
9.6/10 Exceptional! (195 reviews)
"Great stay. Very nice resort!"

Reviewed on Jan 16, 2025

Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club
Aurora Anguilla Resort & Golf Club
5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is $1,019 per night from Feb 24 to Feb 25
$1,019
includes taxes & fees
$920 per night
Feb 24 - Feb 25
9.6/10 Exceptional! (132 reviews)
Everyone needs to come here
"Unbelievable, incredible, amazing! This has exceeded all expectations. Not only was the staff wonderful and accommodating, the resort is beautiful and the food is Michelin star! HIGHLY RECOMMEND!!"

Reviewed on Dec 28, 2024

Aurora Anguilla Resort & Golf Club
Zemi Beach House, LXR Hotels & Resorts
Zemi Beach House, LXR Hotels & Resorts
5 out of 5
Shoal Bay East, Shoal Bay
The price is $1,421 per night from Mar 7 to Mar 8
$1,421
includes taxes & fees
$1,273 per night
Mar 7 - Mar 8
9.6/10 Exceptional! (209 reviews)
"Customer service was top notch! My stay was very nice and satisfying."

Reviewed on Dec 30, 2024

Zemi Beach House, LXR Hotels & Resorts
See all 374 properties in Anguilla
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Anguilla vacation package cost?
Live it up in Anguilla from as little as $1,062. Choose from a great selection of flights, rental cars and hotels to suit your travel style. Pick up even more discounts when you add a couple of sightseeing tours to your package.
How do I get a cheap travel package to Anguilla?
You’ll save a ton of money if you combine your hotels, flights and car rentals into an Anguilla travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels globally, so you’ll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
What are the top hotels in Anguilla?
When it comes to properties in The Valley, Aurora Anguilla Resort & Golf Club and Turtles Nest Beach Resort are two fantastic options. If you’re also staying in West End Village, Four Seasons Resort and Residences Anguilla and La Vue Boutique Inn will make you feel right at home.
How far in advance should I book my Anguilla vacation?
Travelers can normally browse international airfares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it’s still possible to score a cheaper ticket just weeks before your flight.
What does an Expedia Anguilla travel package include?
From hotels and flights to car rentals, Expedia can help you put together an Anguilla package that fits you. Vacationing for a week or longer? Look into a hotel, flight and rental car bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could be more your style. Activities can also be added after you’ve booked. Our packages make it a breeze to plan and save.
What should I know before booking an Anguilla travel package?
Bundling your bookings into an Anguilla vacation package is the easiest way to organize your trip. Not only that, you’ll get great discounts when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with an Anguilla Expedia vacation package?
Yes, the choice is yours. We offer more than 550 airlines across the globe, so you can tailor your Anguilla trip according to your travel needs.
Does Expedia offer Book Now, Pay Later Anguilla vacation packages?
Any trip away can become expensive, so it’s nice to know that Expedia is able to make things easier. Thanks to our partnership with online lender Affirm, you can now get the most out of your hard-earned dollars with a Book Now, Pay Later vacation package.
If I'm not able to travel, can I cancel my Anguilla vacation package?
It is possible to cancel your Anguilla booking if your plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Anguilla

Meads Bay

Meads Bay

4.5/5(56 reviews)

Commune with nature and explore the great outdoors at Meads Bay during your travels in West End Village. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Meads Bay
Shoal Bay Beach

Shoal Bay Beach

4.5/5(249 reviews)

If a restful vacation is part of your travel plans, Shoal Bay Beach might be the perfect place to seek out during your trip to Shoal Bay. You can enjoy the restaurants while in the area.

Shoal Bay Beach
Maundays Bay

Maundays Bay

5/5(19 reviews)

Commune with nature and explore the great outdoors at Maundays Bay during your travels in Maunday's Bay.

Maundays Bay

What to do in Anguilla

Prickly Pear

Full-Day Shared Charter in Anguilla

$202
per adult
Full-Day Shared Charter in Anguilla
Anguilla: Full-Day Private Speedboat Excursion

Anguilla: Full-Day Private Speedboat Excursion

$1,329
per traveler
Anguilla: Full-Day Private Speedboat Excursion
ANGUILLA

Private Speedboat Charter: St Maarten to Anguilla

$1,500
per traveler
100% of travellers recommend
Private Speedboat Charter: St Maarten to Anguilla
See all activities in Anguilla

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.