Anguilla Adventure Vacations

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

Photo by Anguilla Tourist Board
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Adventure vacation packages 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

$1,442
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
9.8/10 Exceptional! (279 reviews)
From the warm welcome from Vernesha to the beautiful music played by the saxophonist and keyboard player, the personalized note and cookie at turndown, Zemi was a moment. We loved every bit of it and will return.

Reviewed on Aug 13, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

$3,142
per person
Oct 19 - Oct 23
found 21 hours ago
Roundtrip flight included
South Bend (SBN) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
We had a lovely stay at the Aurora! Although the season was winding down, there were still plenty of options for food and activities. We had two oceanfront junior suites with a connecting door—one for my in-laws and one for our family of four with our two teenage boys. The staff was wonderful. Justin was exceptional—always addressing us by name and making sure our needs were met. The beach and pool were beautifully maintained, and our teens loved the waterpark. It’s the little details that make this resort stand out. A cooler filled with fresh ice is placed between every other pool chair each day so guests can keep drinks cold. The shuttle service is quick and convenient, and Tokyo Bay was our favorite onsite restaurant—we ate there twice! The chef even came to our table to make sure we had a memorable experience. The concierge and front desk were incredibly helpful with off-property reservations. The spa staff was attentive, and the massages were the perfect way to round out the week. We also loved not having to fight for beach or pool chairs. Even if we didn’t get started until 11 a.m., there were plenty available—a welcome change from other resorts where you have to claim a spot at sunrise! Room service was quick and delicious, housekeeping was twice daily with evening turndown, and fresh towels, bottled water, and ice were replenished daily. If you’re looking for a quiet, beautiful, relaxing resort with exceptional service and thoughtful touches, the Aurora is it!

Reviewed on Aug 16, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

$2,260
per person
Oct 22 - Oct 24
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to The Valley (AXA)
9.6/10 Exceptional! (103 reviews)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

$5,411
per person
Oct 19 - Oct 23
found 21 hours ago
Roundtrip flight included
South Bend (SBN) to The Valley (AXA)
9.6/10 Exceptional! (158 reviews)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

$2,271
per person
Oct 22 - Oct 24
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to The Valley (AXA)
9.8/10 Exceptional! (259 reviews)
The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing.

Reviewed on Aug 16, 2026

Don't see what you're looking for?
See all available trips from Columbus to Anguilla
View all trips

5* Adventure vacations in Anguilla

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

Malliouhana Resort Anguilla

$2,260
per person
Oct 22 - Oct 24
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to The Valley (AXA)
9.6/10 Exceptional! (103 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

$3,142
per person
Oct 19 - Oct 23
found 21 hours ago
Roundtrip flight included
South Bend (SBN) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
We had a lovely stay at the Aurora! Although the season was winding down, there were still plenty of options for food and activities. We had two oceanfront junior suites with a connecting door—one for my in-laws and one for our family of four with our two teenage boys. The staff was wonderful. Justin was exceptional—always addressing us by name and making sure our needs were met. The beach and pool were beautifully maintained, and our teens loved the waterpark. It’s the little details that make this resort stand out. A cooler filled with fresh ice is placed between every other pool chair each day so guests can keep drinks cold. The shuttle service is quick and convenient, and Tokyo Bay was our favorite onsite restaurant—we ate there twice! The chef even came to our table to make sure we had a memorable experience. The concierge and front desk were incredibly helpful with off-property reservations. The spa staff was attentive, and the massages were the perfect way to round out the week. We also loved not having to fight for beach or pool chairs. Even if we didn’t get started until 11 a.m., there were plenty available—a welcome change from other resorts where you have to claim a spot at sunrise! Room service was quick and delicious, housekeeping was twice daily with evening turndown, and fresh towels, bottled water, and ice were replenished daily. If you’re looking for a quiet, beautiful, relaxing resort with exceptional service and thoughtful touches, the Aurora is it!

Reviewed on Aug 16, 2026

Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

$5,411
per person
Oct 19 - Oct 23
found 21 hours ago
Roundtrip flight included
South Bend (SBN) to The Valley (AXA)
9.6/10 Exceptional! (158 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Anguilla
View all trips

3 Night Adventure vacations in Anguilla

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

Ceblue Luxury Villas

$2,108
per person
Nov 1 - Nov 4
found 7 hours ago
Roundtrip flight included
New York (NYC) to The Valley (AXA)
10/10 Exceptional! (8 reviews)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

$2,819
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
9.8/10 Exceptional! (259 reviews)
The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing.

Reviewed on Aug 16, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

$2,799
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
We had a lovely stay at the Aurora! Although the season was winding down, there were still plenty of options for food and activities. We had two oceanfront junior suites with a connecting door—one for my in-laws and one for our family of four with our two teenage boys. The staff was wonderful. Justin was exceptional—always addressing us by name and making sure our needs were met. The beach and pool were beautifully maintained, and our teens loved the waterpark. It’s the little details that make this resort stand out. A cooler filled with fresh ice is placed between every other pool chair each day so guests can keep drinks cold. The shuttle service is quick and convenient, and Tokyo Bay was our favorite onsite restaurant—we ate there twice! The chef even came to our table to make sure we had a memorable experience. The concierge and front desk were incredibly helpful with off-property reservations. The spa staff was attentive, and the massages were the perfect way to round out the week. We also loved not having to fight for beach or pool chairs. Even if we didn’t get started until 11 a.m., there were plenty available—a welcome change from other resorts where you have to claim a spot at sunrise! Room service was quick and delicious, housekeeping was twice daily with evening turndown, and fresh towels, bottled water, and ice were replenished daily. If you’re looking for a quiet, beautiful, relaxing resort with exceptional service and thoughtful touches, the Aurora is it!

Reviewed on Aug 16, 2026

Don't see what you're looking for?
See all available trips from Columbus to Anguilla
View all trips

4 Night Adventure vacations in Anguilla

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

Malliouhana Resort Anguilla

$2,684
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
9.6/10 Exceptional! (103 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

$3,142
per person
Oct 19 - Oct 23
found 21 hours ago
Roundtrip flight included
South Bend (SBN) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
We had a lovely stay at the Aurora! Although the season was winding down, there were still plenty of options for food and activities. We had two oceanfront junior suites with a connecting door—one for my in-laws and one for our family of four with our two teenage boys. The staff was wonderful. Justin was exceptional—always addressing us by name and making sure our needs were met. The beach and pool were beautifully maintained, and our teens loved the waterpark. It’s the little details that make this resort stand out. A cooler filled with fresh ice is placed between every other pool chair each day so guests can keep drinks cold. The shuttle service is quick and convenient, and Tokyo Bay was our favorite onsite restaurant—we ate there twice! The chef even came to our table to make sure we had a memorable experience. The concierge and front desk were incredibly helpful with off-property reservations. The spa staff was attentive, and the massages were the perfect way to round out the week. We also loved not having to fight for beach or pool chairs. Even if we didn’t get started until 11 a.m., there were plenty available—a welcome change from other resorts where you have to claim a spot at sunrise! Room service was quick and delicious, housekeeping was twice daily with evening turndown, and fresh towels, bottled water, and ice were replenished daily. If you’re looking for a quiet, beautiful, relaxing resort with exceptional service and thoughtful touches, the Aurora is it!

Reviewed on Aug 16, 2026

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

$2,700
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
9.8/10 Exceptional! (259 reviews)
The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing.

Reviewed on Aug 16, 2026

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
  • 19 min drive from Shoal Bay Beach
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

Get rates
Frangipani Resort
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

Rendezvous Bay Rendezvous Bay
  • 17 min drive from Shoal Bay Beach
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. ...
9.6/10 Exceptional! (203 reviews)
"We had a lovely stay at the Aurora! Although the season was winding down, there were still plenty of options for food and activities. We had two oceanfront junior suites with a connecting door—one for my in-laws and one for our family of four with our two teenage boys. The staff was wonderful. Justin ..."

Reviewed on Aug 16, 2026

Get rates
Aurora Anguilla Resort & Golf Club
Carimar Beach Club

Carimar Beach Club

Meads Bay West End Village
  • 18 min drive from Shoal Bay Beach
$469 nightly
$533 total
Aug 22 - Aug 23
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 ...
9.4/10 Exceptional! (109 reviews)
"Great location, clean and perfect beach!"

Reviewed on Feb 23, 2026

Carimar Beach Club
See all 365 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
80% 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

$135
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

$85
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.