Anguilla Holidays

Photo by Anguilla Tourist Board

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Anguilla Holiday

Located in the Eastern Caribbean, Anguilla is a tropical island paradise with crystal clear waters and year-round warm weather. This British territory is famous for its beaches and ecologically significant coral reefs.

Anguilla Hotel + Flights

From the super luxe to the budget friendly, there’s a hotel to suit you here. Options start at S$2,563 a night and you have 341 to choose from. Bundle your flights and hotel through Expedia and your credit card will thank you for it. But why stop there? Add options like a tour or dining experience to your Anguilla Holiday Package and you’ll save even more. For a day out you won’t forget, set sail on a classic West Indian sailboat and explore secluded Little Bay.

Your Anguilla Holiday Itinerary

  • Day 1: Most visitors choose to come to Anguilla via Princess Juliana International Airport in nearby St. Maarten. From there, it’s easy to get a sea shuttle, ferry or an air transfer. Freshen up at your hotel after your trip, then head out to see popular sights such as Maundays Bay, Rendezvous Bay and Sandy Island.

  • Day 2: Next, get behind the wheel of your rental car and take a mini road trip on the self-guided Anguilla Heritage Trail. You’ll cruise past historic attractions and learn about the territory’s rich history.

  • Day 3: While you’re in Anguilla, make sure you give your taste buds a treat. With fresh seafood right on your doorstep and some excellent restaurants on the island, you’ll find something to suit every palate.

Anguilla Information

  • Join the locals as they celebrate Anguilla Day on May 30 each year. Festivities are held in the lead up to the day and usually culminate in an awards ceremony in the capital, The Valley.

  • If you want to discover the best of this Caribbean gem, we have you covered. Expedia has Anguilla tours and experiences starting at .

  • Planning to stay in the capital?The Valley Holiday PackagesOpens in a new window is a good place to start looking for great deals.

Things to do in Anguilla

Anguilla is perfect for a beach and outdoor getaway, offering stunning scenery and a variety of activities. Highlights include the vibrant Anguilla Summer Festival, exciting snorkelling and diving excursions, and lively fun bars. Whether you're indulging in a luxurious resort or seeking an inclusive holiday experience, Anguilla promises an unforgettable vacation filled with adventure and relaxation.

Shopping

Located near the island’s stunning beaches, you can explore the shops at the Valley, offering local crafts and souvenirs. For a vibrant market experience, visit the Road Bay Market, where you’ll discover fresh produce and handmade goods, perfect for gifts to take home.

Recreation

Experience the serene beauty of the Aurora International Golf Club, where you can enjoy a round of golf amidst stunning landscapes. Unwind with outdoor activities that promote wellness, including nature walks and refreshing sea breezes, perfect for rejuvenating your spirit while soaking in Anguilla's vibrant atmosphere.

Adventure

Explore the stunning beaches of Shoal Bay, renowned for its crystal-clear waters and vibrant coral reefs, perfect for snorkelling and swimming. For thrill-seekers, try windsurfing or paddleboarding at Meads Bay, where the gentle waves create an exhilarating experience amidst picturesque surroundings.

Nightlife

Anguilla's nightlife is vibrant and diverse, offering beach bars like the Dune Preserve for sunset cocktails and live reggae music. For a more upscale experience, visit Viceroy's Sunset Lounge, where you can enjoy exquisite cocktails and stunning views, creating an unforgettable evening on this idyllic island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Anguilla

Anguilla is an idyllic destination for beach lovers and outdoor enthusiasts, renowned for its stunning scenery and tranquil bays. Visitors can explore a variety of attractions, including pristine beaches and picturesque islands, making it an ideal spot for those seeking a relaxing yet adventurous getaway. Whether lounging on the soft sands or engaging in outdoor activities, Anguilla promises an unforgettable experience for every traveller.

  • Meads Bay: Experience the serene beauty of Meads Bay, known for its soft sandy beach and stunning outdoor scenery. Perfect for sunbathing, swimming, and relaxing, this picturesque bay offers a tranquil escape with breathtaking views of the turquoise waters.
  • Shoal Bay Beach: Renowned for its pristine sands and vibrant beach vibes, Shoal Bay Beach is an idyllic spot for beach lovers. Enjoy water sports, indulge in local cuisine at nearby eateries, or simply bask in the sun amidst a stunning tropical backdrop.
  • Anguilla Arch: Marvel at the natural beauty of Anguilla Arch, a striking rock formation that showcases the island's rugged coastline. Ideal for outdoor enthusiasts, this scenic spot offers excellent photo opportunities and a chance to appreciate the island's unique geological features.

Best time to go to Anguilla

The best time to visit Anguilla is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. March is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.3°F (25.700000000000003°C)No RainMostly SunnySlightly HighAverage
February77.7°F (25.4°C)No RainMostly SunnyAverageSlightly High
March77.4°F (25.200000000000003°C)No RainMostly SunnyAverageSlightly High
April78.4°F (25.8°C)No RainMostly SunnyAverageSlightly High
May80.1°F (26.700000000000003°C)Light RainMostly SunnySlightly LowAverage
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnySlightly HighAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.4°F (28.0°C)Light RainMostly SunnySlightly LowSlightly Low
November81.1°F (27.3°C)Light RainMostly CloudySlightly LowAverage
December79.5°F (26.4°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Anguilla

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anguilla.
  • Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Anguilla.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Anguilla

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
The price is S$2,563 per night from 8 Feb to 9 Feb
S$2,563
8 Feb - 9 Feb
includes taxes & fees
9.6/10 Exceptional! (245 reviews)
Fabulous hotel

Reviewed on 28 Dec, 2025

Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is S$3,145 per night from 2 Feb to 3 Feb
S$3,145
2 Feb - 3 Feb
includes taxes & fees
9.4/10 Exceptional! (136 reviews)
From the moment I arrived, every detail, every interaction, and every experience felt intentional, warm, and above and beyond. The staff truly make this paradise exceptional. Maury, Sawnie, Yoann, and Shadae at Uchu Restaurant delivered some of the most attentive and personalized service I’ve ever ...

Reviewed on 19 Nov, 2025

Cap Juluca, A Belmond Hotel, Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
8/10 Very Good! (275 reviews)
The room was spacious and very nice. The bathroom could do with some upgrading but the location of the resort was excellent. In a very peaceful and calm setting.

Reviewed on 23 Jan, 2026

Get rates
Anguilla Great House Beach Resort
See all 341 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.

Frequently asked questions

How much does an Anguilla holiday package cost?
From as low as . Yes, you read that right. Our Anguilla holiday packages are an awesome way to make your budget stretch further. Bundle your favourite hotels, flights and rental car and get to know this top destination.
How do I get a cheap travel package to Anguilla?
It's easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into an Anguilla holiday package to save a ton of cash. Score even more deals when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your way. We offer over 550 airlines and 1,000,000 properties throughout the world, so that everyone has a chance to travel and live out those holiday dreams.
What are the top hotels in Anguilla?
For properties in The Valley with friendly service and comfy beds, look up Turtles Nest Beach Resort and Aurora Anguilla Resort & Golf Club. If you plan to visit West End Village as well, you'll get a wonderful night's sleep at Anguilla Great House Beach Resort or Four Seasons Resort and Residences Anguilla.
How far in advance should I book my Anguilla holiday?
Reserving your flight early with Expedia means one less thing to worry about. A number of air carriers display prices up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, last-minute deals to Anguilla sometimes emerge a few weeks before departure.
What does an Expedia Anguilla travel package include?
It all depends on what type of getaway you're planning. Anguilla holiday deals can include car rentals, flights and hotels. You can mix and match to create the bundle that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking an Anguilla travel package?
A travel package can be easier on the hip pocket than individually booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save a pretty penny. No matter your holiday plans, there's sure to be a package that's perfect for you.
Can I choose my airline with an Anguilla Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have more than 550 partner airlines throughout the world, so you have loads of choice when putting together your Anguilla getaway.
If I'm not able to travel, can I cancel my Anguilla holiday package?
Plans can change in a flash, so yes. You may be able to change or cancel your Anguilla holiday package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make changes, but your airline, hotel or car rental company may impose a charge. Looking for more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

What to do in Anguilla

St Maarten Speed Boat

Speed Boat & Snorkeling Tour Pinel & Tintamarre Islands for CRUISE SHIP GUESTS

S$179
per adult
74% of travellers recommend
Speed Boat & Snorkeling Tour Pinel & Tintamarre Islands for CRUISE SHIP GUESTS
Lambada Sunset Sail with Open Bar & Snacks

Lambada Sunset Sail with Open Bar & Snacks

S$58
per adult
96% of travellers recommend
Lambada Sunset Sail with Open Bar & Snacks
Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

S$129
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
See all activities in Anguilla

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.