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

Anguilla featuring rocky coastline, a beach and tropical scenes
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The Valley

The Valley

Top Anguilla Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (157 reviews)
Traveling for our Honeymoon & this Resort was Amazing. From inception the staff was incredible. They communicated with me to make arrangements for transportation, the entire process was seem less. The stag goes way above & beyond ! In Al my years of traveling I haven’t met so much genuine, good hearted staff as they are .. I mean Every single 1 of them . Jessica in amazing! She welcomed us with drinks & told us to relax while she checked us in , no lines no frustrations. The resort director is amazing! He transported us to dinner himself and took amazing care of us ! The restaurants amazing ! Be prepared to be in a food coma , we dined in D Richards steak house absolutely Devine ! The cleanliness in this resort is exceptional! 10 stars !

Reviewed on Jul. 30, 2025

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (230 reviews)
Our second visit. It was a nice stay!

Reviewed on Jul. 8, 2025

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (218 reviews)
We loved everything about this property!

Reviewed on Jul. 30, 2025

Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (132 reviews)
Phenomenal service coupled with a friendly staff.

Reviewed on Jul. 25, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
per person
Oct 19 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to The Valley (AXA)
No reviews

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 $550 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 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.

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 CA $999 per night from Aug 13 to Aug 14
CA $999
CA $1,272 total
Aug 13 - Aug 14
includes taxes & fees
9.6/10 Exceptional! (226 reviews)
"We loved everything about this property!"

Reviewed on Jul. 30, 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 CA $550 per night from Sep 1 to Sep 2
CA $550
CA $744 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (164 reviews)
"Traveling for our Honeymoon & this Resort was Amazing. From inception the staff was incredible. They communicated with me to make arrangements for transportation, the entire process was seem less. The stag goes way above & beyond ! In Al my years of traveling I haven’t met so much genuine, good hearted ..."

Reviewed on Jul. 30, 2025

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 CA $946 per night from Aug 17 to Aug 18
CA $946
CA $1,182 total
Aug 17 - Aug 18
includes taxes & fees
9.6/10 Exceptional! (236 reviews)
"Zemi beach house was all around amazing me and my family enjoyed everything about the resort and we will definitely be back again soon!"

Reviewed on Jul. 30, 2025

Zemi Beach House, LXR Hotels & Resorts
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Anguilla vacation package cost?
From as low as CA $2,627. 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.

Discover the most popular places to visit in Anguilla

Meads Bay

Meads Bay

5/5(8 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
Maundays Bay

Maundays Bay

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

Maundays Bay

Aurora International Golf Club

Enjoy a round of golf in Rendezvous Bay at Aurora International Golf Club. Amble around the area's beaches or visit its spas.

Aurora International Golf Club

What to do in Anguilla

St Maarten Shore Excursion: Maho Beach Round-Trip Transfer

St Maarten Shore Excursion: Maho Beach Round-Trip Transfer

CA $37
per adult
St Maarten Shore Excursion: Maho Beach Round-Trip Transfer
Sunset view at Maho Beach

Amazing Plane Spotting at Maho Beach

CA $37
per adult
Amazing Plane Spotting at Maho Beach
Coastal off-roading

For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten

CA $141
per traveller
For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten
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.