Anguilla Vacation Packages

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Your Anguilla Vacation

Secure a vacation package to Anguilla and experience travel on your own terms. You'll be charmed by its coastal beaches, underwater activities and views. A trip to Anguilla promises plenty to see and do. Not sure where to begin your travels? The Valley is one of the most popular cities to stay here. Expedia has flights, hotels, car rentals and more to help you create your own customized Anguilla vacation today.

Top vacation destinations in Anguilla

A beach with clear turquoise waters, white sand, and a palm tree.

West End Village

West End Village
A beach with clear turquoise waters, white sand, and a palm tree.

Shoal Bay

Shoal Bay
A beach with clear turquoise water, white sand, and a few buildings in the distance.

Rendezvous Bay

Rendezvous Bay
Two blue objects with flags and logos.

The Valley

The Valley
A beach with clear turquoise waters, white sand, and a palm tree.

South Hill

South Hill

Top Anguilla Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

Sandy Ground
CA $1,414
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9/10 Wonderful! (254 reviews)
Convenient location with free parking. Receptionist super friendly and helpful. Fantastic views from the room and restaurant. It is a little noisy but we didn’t find it too bad

Reviewed on Aug 6, 2026

Paradise Cove Resort

Paradise Cove Resort

CA $2,278
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
8/10 Very good! (47 reviews)
Great staff. Spacious and very clean rooms. Must have a car. In between seasons, yacuzzi nor hot tubs were operational (waiting for parts).

Reviewed on Mar 28, 2026

Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

CA $2,134
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
8.2/10 Very good! (334 reviews)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

CA $3,621
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (103 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

CA $3,524
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Anguilla Vacation

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 CA $303 a night and you have 364 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 Vacation 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 Vacation 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 Vacation 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. Enjoy luxurious resorts, indulge in spa treatments, and embark on thrilling water sports like snorkelling and diving. Golf enthusiasts will find beautiful courses, while recreational activities abound for all ages. Whether you seek relaxation or adventure, Anguilla promises an unforgettable vacation experience.

Shopping

Experience the charm of Anguilla’s shopping scene at the Valley’s local markets, where you can find handmade crafts and souvenirs. For a more upscale experience, visit the shops at Malliouhana and the CuisinArt Resort, offering unique gifts and island-inspired treasures.

Recreation

At Aurora International Golf Club, enjoy a serene golfing experience surrounded by lush landscapes. Perfect for sports enthusiasts, this venue offers outdoor vibes and a chance to unwind amidst nature while playing a round of golf in the beautiful setting of Anguilla.

Adventure

Explore the crystal-clear waters around Anguilla with a kayak tour, perfect for spotting vibrant marine life. For thrill-seekers, try windsurfing at the stunning Sandy Ground Beach, where the winds create ideal conditions for an exhilarating ride across the waves.

Nightlife

Anguilla's nightlife is vibrant and inviting. Enjoy live music and cocktails at the lively Dune Preserve, or dance the night away at the popular Viceroy's Sunset Lounge. For a laid-back vibe, visit Sky Beach, where you can relax with friends while soaking in stunning ocean views.

*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 beach lovers and outdoor enthusiasts, boasting stunning scenery and a range of attractions. Visitors can explore beautiful beaches, picturesque bays, and tranquil islands, perfect for relaxation and adventure. With various activities available, such as water sports and beachcombing, Anguilla offers an ideal getaway for travellers seeking both excitement and natural beauty in a serene Caribbean setting.

  • Meads Bay: Experience the stunning beauty of Meads Bay, known for its soft sandy beach and crystal-clear waters. The outdoor scenery provides an ideal setting for relaxation or a leisurely stroll along the shore, making it perfect for beach lovers and nature enthusiasts alike.
  • Maundays Bay: Bask in the tranquil vibes of Maundays Bay, a picturesque beach that epitomizes the Caribbean paradise. With its calm waters and serene surroundings, it's an excellent spot for swimming, sunbathing, or enjoying a peaceful day by the sea.
  • Sandy Island: Escape to Sandy Island, a charming destination surrounded by pristine beaches and lush outdoor landscapes. This idyllic island offers a unique chance to unwind in nature, swim, snorkel, or simply soak up the sun in a stunning tropical setting.

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.

Anguilla Hotel Deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

Barnes Bay West End Village
CA $1,317
CA $1,677 total
Aug 8 - Aug 9
includes taxes & fees
9.8/10 Exceptional! (259 reviews)
"I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!"

Reviewed on Jul 28, 2026

Four Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

Rendezvous Bay Rendezvous Bay
CA $243
CA $303 total
Aug 15 - Aug 16
includes taxes & fees
Anguilla Great House Beach Resort
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

Shoal Bay East Shoal Bay
CA $822
CA $1,045 total
Aug 10 - Aug 11
includes taxes & fees
9.8/10 Exceptional! (280 reviews)
"Staff was extremely attentive and helpful. Property is absolutely gorgeous."

Reviewed on Aug 6, 2026

Zemi Beach House, LXR Hotels & Resorts
See all 364 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 vacation package cost?
From as low as CA $1,414. Yes, you read that right. Our Anguilla vacation packages are an awesome way to make your budget stretch further. Bundle your favorite 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 vacation 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 vacation 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 vacation?
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 vacation 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 vacation plans, there's sure to be a package that's perfect for you.
Can I choose my airline with an Anguilla Expedia vacation 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 vacation package?
Plans can change in a flash, so yes. You may be able to change or cancel your Anguilla vacation 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 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.
See properties
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.
See properties
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 carefree 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 check out its top-notch restaurants.
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Crocus Bay Beach

9.2/10 (7 reviews)
If a restful vacation is part of your travel plans, Crocus Bay Beach might be the perfect place to seek out during your trip to The Valley. Amble around the area's seaside or experience its art scene.
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What to do in Anguilla

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $114
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
St Maarten Beach hopping tour

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

CA $85
per adult
St Maarten Beach hopping tour (Oreint beach and Maho beach combo)
Exploring beautiful St.Martin

Adventure Island Tour

CA $91
per adult
Adventure Island Tour
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.