Anguilla Mountain Vacations

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Photo by Anguilla Tourist Board
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Flight and Mountain hotel deals in Anguilla

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

Aurora Anguilla Resort & Golf Club

CA $2,576
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Ceblue Luxury Villas

Ceblue Luxury Villas

CA $3,161
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
10/10 Exceptional! (8 reviews)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

CA $3,297
per person
Oct 22 - Oct 28
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.8/10 Exceptional! (279 reviews)
This place was amazing. Absolutely everything was amazing. Thank you Charisma for being awesome and making us feel welcomed from the first interaction. Thank you to the ladies at Zemi Thai Spa for a remarkable experience. The breakfast, food and drinks were chefs kiss. 10/10! No complaints, nothing but wonderful things to say ❤️

Reviewed on Aug 9, 2026

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

CA $3,374
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.8/10 Exceptional! (259 reviews)
I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!

Reviewed on Jul 28, 2026

Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

CA $4,900
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.6/10 Exceptional! (157 reviews)
Perfection situated on stunning Mandauys Bay. Everything was top notch! Grounds were beautiful, room clean and nicely appointed. We were upgraded to a Premium Beachfront room on the 2nd floor of our Villa with a gorgeous view of the crystal clear water and white sandy beach. Daily breakfast with menu items and buffet was delicious. LOVED the Cap Shack! Fish tacos and rum punch a must! We would definitely return to this lovely spot.

Reviewed on Aug 5, 2026

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5* Mountain 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 $2,576
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Ceblue Luxury Villas

Ceblue Luxury Villas

CA $3,161
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
10/10 Exceptional! (8 reviews)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

CA $3,297
per person
Oct 22 - Oct 28
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.8/10 Exceptional! (279 reviews)
This place was amazing. Absolutely everything was amazing. Thank you Charisma for being awesome and making us feel welcomed from the first interaction. Thank you to the ladies at Zemi Thai Spa for a remarkable experience. The breakfast, food and drinks were chefs kiss. 10/10! No complaints, nothing but wonderful things to say ❤️

Reviewed on Aug 9, 2026

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See all available trips from Columbus to Anguilla
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3 Night Mountain holidays in Anguilla

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

Malliouhana Resort Anguilla

CA $2,834
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
9.6/10 Exceptional! (103 reviews)
Ceblue Luxury Villas

Ceblue Luxury Villas

CA $3,161
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
10/10 Exceptional! (8 reviews)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

CA $3,204
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

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

4 Night Mountain 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 $2,576
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
Asian restaurant hostess was rude.

Reviewed on Jul 16, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

CA $3,946
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (103 reviews)
Genesis Residences

Genesis Residences

CA $2,742
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.8/10 Exceptional! (8 reviews)
Our stay at Genesis Residence in Anguilla was absolutely wonderful! The property was beautiful, clean, comfortable, and in an excellent location with easy access to some of the island’s best beaches, restaurants, and attractions. What truly made our experience exceptional was the staff. Geraldine was incredibly friendly, attentive, and genuinely committed to making sure we had everything we needed. The warm hospitality made us feel right at home from the moment we arrived. If you’re looking for a relaxing, well-maintained place to stay with outstanding service and a fantastic location, I highly recommend Genesis Residence. We had an amazing vacation and look forward to staying here again on our next trip to Anguilla!

Reviewed on Jul 24, 2026

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Things to do

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $114
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
St Maarten Beach hopping tour

St Maarten Beach hopping tour (Oreint beach and Maho beach combo)

CA $85
per adult
St Maarten Beach hopping tour (Oreint beach and Maho beach combo)
Exploring beautiful St.Martin

Adventure Island Tour

CA $91
per adult
Adventure Island Tour
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.