Anguilla Holidays

Photo by Anguilla Tourist Board

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Top destinations in Anguilla

A beach with a boat, a mountain, and buildings in the background.

Island Harbour

Island Harbour

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 €188 a night and you have 355 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 a paradise for beach lovers and outdoor enthusiasts, offering stunning scenery and a myriad of activities. Highlights include the vibrant Anguilla Summer Festival, exhilarating snorkelling and diving excursions, and a selection of fun bars. Whether you're seeking an inclusive holiday or simply wish to relax at a resort, Anguilla promises an unforgettable experience filled with adventure and relaxation.

Shopping

In Anguilla, visit the Valley’s local shops for unique gifts and handcrafted souvenirs. The Blowing Point Ferry Terminal area features charming boutiques, while the Anguilla Market offers fresh produce and local crafts, perfect for authentic mementoes from your holiday.

Recreation

Aurora International Golf Club offers a tranquil escape, blending outdoor sports with stunning natural vistas. Perfect for golf enthusiasts, the venue provides a refreshing atmosphere to unwind while enjoying the scenic beauty of Anguilla's landscapes, making it a delightful spot for both recreation and relaxation.

Adventure

Explore the stunning beaches of Shoal Bay, where crystal-clear waters invite snorkelling and paddleboarding. For a thrill, try kite surfing at Meads Bay or embark on a boat tour to discover hidden coves and the vibrant marine life surrounding Anguilla's coastline.

Nightlife

In Anguilla, the nightlife is vibrant and laid-back. Enjoy live music at the famous Dune Preserve or sip cocktails at the stylish Viceroy. For a lively atmosphere, head to the Pumphouse, where you can dance the night away under the stars, surrounded by friendly locals.

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

Find the best attractions in Anguilla

Anguilla is a paradise for those seeking beach, outdoor, and scenic experiences. With its stunning beaches, picturesque bays, and charming islands, visitors can immerse themselves in the natural beauty of this Caribbean gem. Whether you’re lounging on the pristine shores or exploring the vibrant local culture, Anguilla offers a range of attractions that cater to every traveller’s desire for relaxation and adventure.

  • Anguilla Arch: Experience the stunning natural beauty of Anguilla Arch, a remarkable rock formation that offers breathtaking scenery and a serene outdoor atmosphere. Perfect for photography and relaxation, this spot captures the essence of Anguilla’s rugged coastline.
  • Rendezvous Bay Beach: Indulge in the tranquil vibes of Rendezvous Bay Beach, where soft white sands meet crystal-clear waters. This idyllic beach is ideal for sunbathing, swimming, or enjoying a leisurely stroll along the shore, making it a quintessential Anguillian experience.
  • Meads Bay: Discover the charm of Meads Bay, a picturesque bay that combines beach, outdoor, and scenic vibes. With its inviting waters and lush surroundings, it's a perfect location for water sports or simply unwinding in the sun.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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

Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

Rendezvous Bay Rendezvous Bay
€188
21 Sept - 22 Sept
includes taxes & fees
8.2/10 Very good! (346 reviews)
"This little hotel is gem. It’s priced reasonably and it has a great location and beautiful beach for the price. The staff was fantastic and the food was really tasty and priced well. The only reason I have this hotel as a 4 out of 5 was the pool needed some TLC. It was a little green and needed some ..."

Reviewed on 18 Sept 2026

Anguilla Great House Beach Resort
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

Barnes Bay West End Village
€992
19 Oct - 20 Oct
includes taxes & fees
Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

Maundays Bay Maunday's Bay
€1,344
17 Oct - 18 Oct
includes taxes & fees
Cap Juluca, A Belmond Hotel, Anguilla
See all 355 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.

Stay near popular Anguilla attractions

A beach with white lounge chairs and blue umbrellas, a clear sky, and turquoise water.

Shoal Bay Beach

9.0/10 (796 reviews)
If a restful holiday is part of your travel plans, Shoal Bay Beach might be the perfect place to visit during your trip to Shoal Bay. You can enjoy the restaurants while in the area.
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A clear turquoise sea with visible underwater patterns and a partly cloudy sky.

Meads Bay

9.2/10 (343 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.
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A turquoise beach with boats, a white sandy shore, and a resort area with palm trees.

Maundays Bay

9.2/10 (41 reviews)
Commune with nature and explore the great outdoors at Maundays Bay during your travels in Maunday's Bay.
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A beach with clear turquoise waters, white sand, and a few boats.

Rendezvous Bay Beach

9.8/10 (67 reviews)
Why not spend a care-free afternoon at Rendezvous Bay Beach during your travels in Rendezvous Bay? While in the area, you can find time to visit its spas.
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A beach with white sand, clear blue water, and palm trees.

Shoal Bay West

8.6/10 (24 reviews)
Commune with nature and explore the great outdoors at Shoal Bay West during your travels in West End Village. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.
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Anguilla Arch

9.4/10 (18 reviews)
Commune with nature and explore the great outdoors at Anguilla Arch during your travels in West End Village. Stroll along the beautiful beaches in this relaxing area or visit its top-notch restaurants.
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Crocus Bay Beach

9.2/10 (7 reviews)
If a restful holiday is part of your travel plans, Crocus Bay Beach might be the perfect place to visit during your trip to The Valley. Amble around the area's seaside or experience its art scene.
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Aurora International Golf Club

9.4/10 (29 reviews)
Enjoy a round of golf in Rendezvous Bay at Aurora International Golf Club. Amble around the area's beaches or visit its spas.
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What to do in Anguilla

Maho Beach Extreme Jet Blast

Maho Beach Extreme Jet Blast

€30
per adult
Maho Beach Extreme Jet Blast
St. Maarten Maho Beach Tour

St. Maarten Maho Beach Tour

€34
per adult
80% of travellers recommend
St. Maarten Maho Beach Tour
St Maarten Beach hopping tour

St Maarten Beach hopping tour (Oreint beach and Maho beach combo)

€52
per adult
St Maarten Beach hopping tour (Oreint beach and Maho beach combo)
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.