Anguilla All inclusive Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Anguilla Tourist Board
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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and All inclusive hotel deals in Anguilla

Price found within the past 48 hours. Click for updated prices.
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

CA $3,330
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.8/10 Exceptional! (49 reviews)
The staff went above and beyond to help us after we had some travel difficulties which made us initially miss our stay. Patricia and the whole staff are amazing. They helped us with reservations for restaurants, taxis, and boats. The resort is obviously top notch, but the staff is what makes this place really shine. Very thankful for the hospitality shown to my wife and I from everyone we worked with.

Reviewed on Aug 5, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

CA $4,124
per person
Oct 15 - Oct 20
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.6/10 Exceptional! (205 reviews)
Ceblue Luxury Villas

Ceblue Luxury Villas

CA $6,020
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
10/10 Exceptional! (10 reviews)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

CA $6,902
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
9.6/10 Exceptional! (261 reviews)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

CA $6,591
per person
Nov 7 - Nov 11
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to The Valley (AXA)
9.6/10 Exceptional! (161 reviews)
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5* All inclusive holidays in Anguilla

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

Aurora Anguilla Resort & Golf Club

CA $4,124
per person
Oct 15 - Oct 20
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.6/10 Exceptional! (205 reviews)
Ceblue Luxury Villas

Ceblue Luxury Villas

CA $6,020
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
10/10 Exceptional! (10 reviews)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

CA $6,902
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
9.6/10 Exceptional! (261 reviews)
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3 Night All inclusive holidays in Anguilla

Price found within the past 48 hours. Click for updated prices.
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

CA $1,786
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.8/10 Exceptional! (285 reviews)
Ceblue Luxury Villas

Ceblue Luxury Villas

CA $2,876
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
10/10 Exceptional! (10 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

CA $3,856
per person
Oct 24 - Oct 27
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (205 reviews)
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4 Night All inclusive holidays in Anguilla

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

Aurora Anguilla Resort & Golf Club

CA $2,109
per person
Oct 29 - Nov 2
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to The Valley (AXA)
9.6/10 Exceptional! (205 reviews)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

CA $10,534
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
No reviews
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

CA $9,374
per person
Nov 16 - Nov 20
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
No reviews
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Embark on an unforgettable all-inclusive trip to Anguilla including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Anguilla, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Anguilla, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 9.

Why should I book Anguilla vacations that are all inclusive and adults only?

Adults-only stays in Anguilla are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Anguilla. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Anguilla?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $1,786. By booking your accommodations and flight together, you may be able to enjoy savings of up to 9. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Anguilla?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Anguilla, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Anguilla vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Anguilla is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Anguilla's nightlife.

How can I find the best deals on all-inclusive vacations in Anguilla?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

Things to do

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $112
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Colorful Species Of Birds

Colorful Species Of Birds

CA $68
per adult
96% of travellers recommend
Colorful Species Of Birds
Guided ATV/QUAD Tour of Sint Maarten/St. Martin

Guided ATV/QUAD Tour of Sint Maarten/St. Martin

CA $166
per traveller
100% of travellers recommend
Guided ATV/QUAD Tour of Sint Maarten/St. Martin
See all activities in Anguilla

More vacations you might like

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