Anguilla Adventure Vacations

Book a Adventure Hotel + Flight or Car together to unlock savings

Photo by Anguilla Tourist Board
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    Save up to $2,000 when you book a flight and hotel together*
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5* Adventure vacations in Anguilla

Price found within the past 48 hours. Click for updated prices.
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

Save 100% on your flight
$2,272
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Jackson (JAN) to The Valley (AXA)
9.6/10 Exceptional! (109 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

Save 100% on your flight
$2,614
per person
Nov 1 - Nov 6
found 4 hours ago
Roundtrip flight included
Tulsa (TUL) to The Valley (AXA)
9.6/10 Exceptional! (207 reviews)
Ceblue Luxury Villas

Ceblue Luxury Villas

$3,395
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
10/10 Exceptional! (11 reviews)
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3 Night Adventure vacations in Anguilla

Price found within the past 48 hours. Click for updated prices.
Ceblue Luxury Villas

Ceblue Luxury Villas

$2,894
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to The Valley (AXA)
10/10 Exceptional! (11 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

$3,437
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to The Valley (AXA)
9.6/10 Exceptional! (207 reviews)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

$4,189
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to The Valley (AXA)
9.6/10 Exceptional! (161 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Anguilla
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4 Night Adventure vacations in Anguilla

Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

$1,131
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
8.2/10 Very Good! (347 reviews)
Quiet traditional hotel. Clean and food and property lovely and peaceful. The beach and view is amazing.

Reviewed on Sep 20, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

Save 100% on your flight
$3,239
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
9.6/10 Exceptional! (207 reviews)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

Save 100% on your flight
$4,073
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
9.6/10 Exceptional! (109 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Anguilla
View all trips

Find awesome Anguilla adventure vacations

How can I book the best Anguilla adventure trips?

Choose your own adventure in Anguilla, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Anguilla family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Anguilla. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Anguilla adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Anguilla adventure vacation for couples?

Book a Anguilla couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Anguilla?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Anguilla with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Anguilla adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Anguilla Hotels

Frangipani Resort

Frangipani Resort

Meads Bay, middle of the beach West End Village
  • 6 min walk from Meads Bay
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Meads Bay and Meads Bay Beach ...
9.4/10 Exceptional! (75 reviews)
"This is a very nice place to stay with lovely people working here that make you feel welcome in Anguilla. Definitely recommend doing the boat ride if you can and all the water sports are great!"

Reviewed on Jul 11, 2021

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Frangipani Resort
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

Rendezvous Bay Rendezvous Bay
  • 25 min walk from Meads Bay
$671 nightly
$749 total
Nov 2 - Nov 3
Total with taxes and fees
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Aurora Anguilla Resort & Golf Club
Carimar Beach Club

Carimar Beach Club

Meads Bay West End Village
  • 6 min walk from Meads Bay
$506 nightly
$570 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this beach hotel in West End Village. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Meads Bay and Meads Bay Pond are ...
Carimar Beach Club
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.

Things to do

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$81
per adult
78% of travellers recommend
High-Speed Ferry to St. Barths
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

$159
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

$77
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
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.