Adventure Vacations in Anguilla 2026

Photo by Anguilla Tourist Board

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Flight and Adventure hotel deals in Anguilla

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

Ceblue Luxury Villas

CA $3,702

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

10/10 Exceptional! (11 reviews)

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

CA $4,650

per person

Nov 1 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Malliouhana Resort Anguilla

Save 100% on your flight

CA $5,670

per person

Dec 7 - Dec 12

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to The Valley (AXA)

9.6/10 Exceptional! (109 reviews)

Four Seasons Resort and Residences Anguilla

CA $4,443

per person

Nov 15 - Nov 20

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to The Valley (AXA)

9.6/10 Exceptional! (263 reviews)

Cap Juluca, A Belmond Hotel, Anguilla

Save 100% on your flight

CA $9,690

per person

Nov 1 - Nov 7

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to The Valley (AXA)

9.6/10 Exceptional! (161 reviews)

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See all available trips from Columbus to Anguilla

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5* Adventure holidays in Anguilla

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

Ceblue Luxury Villas

CA $3,702

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

10/10 Exceptional! (11 reviews)

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

CA $4,650

per person

Nov 1 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Malliouhana Resort Anguilla

Save 100% on your flight

CA $5,670

per person

Dec 7 - Dec 12

found 18 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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

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3 Night Adventure holidays in Anguilla

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

Zemi Beach House, LXR Hotels & Resorts

CA $3,246

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

9.8/10 Exceptional! (290 reviews)

Beautiful ph

Reviewed on Sep 27, 2026

Aurora Anguilla Resort & Golf Club

CA $4,575

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Ceblue Luxury Villas

CA $3,702

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

10/10 Exceptional! (11 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Anguilla

View all trips

4 Night Adventure holidays in Anguilla

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

La Vue Boutique Inn

Sandy Ground

CA $1,352

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

9/10 Wonderful! (260 reviews)

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

CA $4,154

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Malliouhana Resort Anguilla

Save 100% on your flight

CA $3,762

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

Adventure Hotels in Anguilla

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

Aurora Anguilla Resort & Golf Club

Rendezvous Bay Rendezvous Bay

17 min drive from Shoal Bay Beach

CA $853

CA $1,066 total

Nov 2 - Nov 3

includes taxes & 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. ...

Carimar Beach Club

Meads Bay West End Village

18 min drive from Shoal Bay Beach

CA $656

CA $818 total

Oct 14 - Oct 15

includes taxes & 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 ...

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.