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Search vacation packages deals in Anguilla's top destinations

West End Village

Vacations
West End Village

Maunday's Bay

Vacations
Maunday's Bay

Anguilla flight + hotel packages

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

Paradise Cove Resort

2.5 out of 5
Price was CA $3,130, price is now CA $2,692 per person
CA $2,692
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to The Valley (AXA)
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Aurora Anguilla Entertainment Complex and Cove Bay are located nearby.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Price was CA $25,936, price is now CA $17,656 per person
CA $17,656
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
Book a stay at this family-friendly villa in West End Village. Enjoy free parking, 5 outdoor pools, and a free beach shuttle. Popular attractions Maundays Bay and Barnes Bay are located nearby.
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was CA $7,712, price is now CA $6,066 per person
CA $6,066
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads Bay are located nearby.
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was CA $15,912, price is now CA $12,566 per person
CA $12,566
per person
Jan 25 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
Book a stay at this luxury hotel in West End Village. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Meads Bay Pond and Devonish Art Gallery are located nearby.
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was CA $4,595, price is now CA $3,743 per person
CA $3,743
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to The Valley (AXA)
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Grand Case Beach and Rendezvous Bay Beach are located nearby.

Top Anguilla hotels deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
The price is CA $1,932 per night
CA $1,932
CA $2,459 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay Beach and Meads Bay Pond are located nearby.
Pool
Spa
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
Get rates
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Rendezvous Bay Beach and Aurora International Golf Club are located nearby.
Pool
Spa
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is CA $3,036 per night
CA $3,036
CA $3,735 total
Jan 10 - Jan 11, 2026
includes taxes & fees
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located nearby.
On private beach
Pool
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
The price is CA $2,069 per night
CA $2,069
CA $2,618 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads Bay are located nearby.
On private beach
Pool
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
The price is CA $1,284 per night
CA $1,284
CA $1,695 total
Jan 3 - Jan 4, 2026
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. Popular attractions Aurora International Golf Club and Rendezvous Bay Beach are located nearby.
Pool
Hot tub
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
The price is CA $1,474 per night
CA $1,474
CA $1,872 total
Dec 24 - Dec 25
includes taxes & fees
Book a stay at this luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Shoal Bay Beach and Scrub Island are located nearby.
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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.

Popular places to visit

Meads Bay

Meads Bay

Commune with nature and explore the great outdoors at Meads Bay during your travels in West End Village. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Meads Bay
Shoal Bay Beach

Shoal Bay Beach

If a restful vacation is part of your travel plans, Shoal Bay Beach might be the perfect place to seek out during your trip to Shoal Bay. You can enjoy the restaurants while in the area.

Shoal Bay Beach
Rendezvous Bay Beach

Rendezvous Bay Beach

Why not spend a carefree afternoon at Rendezvous Bay Beach during your travels in Rendezvous Bay? While in the area, you can find time to visit its spas.

Rendezvous Bay Beach

Photos of local treasures

Browse Anguilla vacation photos for more inspiration

Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board
Photo provided by Anguilla Tourist Board

Frequently asked questions

How much are vacation packages to Anguilla?
Your travel fantasies can come to life in Anguilla from just CA $2,692. Our affordable package deals include flights and hotels, so they're bound to make booking a cinch. The only thing you'll have to focus on is having a good time.
Where can I get the best vacation package deals for Anguilla?
It's difficult to beat Travelocity when it comes to piecing together your Anguilla package deal. There are at least 400 air carriers and 1,000,000 properties around the world to choose from. Reserve your trip now and get ready to tick another exciting place off your travel bucket list.
Why should I purchase my Anguilla vacation bundle via Travelocity?
You'll not only save lots, but you can also access our 24/7 support, excellent service and a Price Match Guarantee. Journey across the world, uncover hidden gems and create unforgettable memories — we'll take care of the little details.
Can I save on my Anguilla car rental if I bundle it with my hotel or flight?
Certainly. And our Anguilla vacation packages will help you do it. With only a few clicks you can save money and time by booking everything in one place. Collect the keys to your rental car then chart your own course. Looking for things to do? Add a few tours to your package and save on those too.
What is there to do in Anguilla?
Anguilla boasts hidden surprises at every turn, but be sure you plan a visit to both Anguilla Arch and Maundays Bay while you're in town. These attractions are popular with visitors.