Merrywing Bay Vacations from $1,738

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Your Merrywing Bay Vacation

Book a customized Merrywing Bay vacation package that has everything you need and nothing you don't. Good for dining, golfing and coastal beaches, consider basing yourself in the neighborhood of Maho. Maundays Bay, Anguilla Arch and Shoal Bay West are just a few of the attractions you'll want to see during your trip to Merrywing Bay. A few clicks is all it takes to create the ultimate Merrywing Bay vacation on Expedia.

The Latest Merrywing Bay vacation packages

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

Anguilla Great House Beach Resort

4 out of 5
Price was $2,199, price is now $1,738 per person
$1,738
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (251 reviews)
Friendly, breakfast cimplimentary, great beach to swim. Power went out 2x. Once in mid nite, pitch black, could not even see in room

Reviewed on Oct 26, 2025

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $6,599, price is now $4,489 per person
$4,489
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (172 reviews)
Beautiful place, beautiful people! Excellent resort for a family vacation.

Reviewed on Oct 25, 2025

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $10,346, price is now $7,166 per person
$7,166
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (89 reviews)
A beautiful property on Meads bay. Great service. Restaurant is a wellness comparing to Four Seasons nearby

Reviewed on Aug 2, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $41,414, price is now $29,071 per person
$29,071
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
No reviews
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,122, price is now $2,526 per person
$2,526
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
9.2/10 Wonderful! (24 reviews)
Beach here is amazing and the surf is so easy to get in/out of. Rooms are nice and have everything you need. The hotel is relatively isolated and there is nowhere nearby to get dinner, so a rental car is needed or be prepared for an expensive taxi ride. A few beach restaurants for lunch are available. Breakfast is basic, comes to you in your room. Staff is wonderful and they will help you get whatever you need.

Reviewed on May 14, 2025

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Merrywing Bay Hotel Deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
$857 nightly
The price is $954 total per night from Nov 2 to Nov 3
$954 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (237 reviews)
Best place we have been to. The hospitality, staff, food, and the beach was the best. You feel safe in and out of the water lol. The manager David and Chavez made sure all went well. Definitely coming back!

Reviewed on Aug 11, 2025

Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
$771 nightly
The price is $853 total per night from Dec 1 to Dec 2
$853 total
Dec 1 - Dec 2
Total with taxes and fees
9.6/10 Exceptional! (176 reviews)
Beautiful place, beautiful people! Excellent resort for a family vacation.

Reviewed on Oct 25, 2025

Aurora Anguilla Resort & Golf Club
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay, Rendezvous Bay
$208 nightly
The price is $232 total per night from Nov 1 to Nov 2
$232 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (254 reviews)
Friendly, breakfast cimplimentary, great beach to swim. Power went out 2x. Once in mid nite, pitch black, could not even see in room

Reviewed on Oct 26, 2025

Anguilla Great House Beach Resort
See all 348 properties in Merrywing Bay
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.

Find the Best Merrywing Bay Vacation Packages

Merrywing Bay Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Top Sights
Shoal Bay Beach, Maundays Bay and Crocus Bay Beach

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Frequently asked questions

How much does a Merrywing Bay vacation package cost?
You can snap up a vacation package to this popular destination from $1,738 on Expedia. However, how much your vacation to Merrywing Bay costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Merrywing Bay?
January, August and December are the best times to search for cheap Merrywing Bay vacation packages. Choosing to travel in quieter months means you can generally find lower prices on hotels and flights.
How many days is enough for Merrywing Bay?
Typically, a handful of days is enough to tick off the main sights during your Merrywing Bay vacation. But if you'd like to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Merrywing Bay package deals?
Use Expedia's handy filters to help you find some tempting Merrywing Bay package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Merrywing Bay package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Merrywing Bay vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Merrywing Bay vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Merrywing Bay?
Enjoy amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Merrywing Bay break.
Does Expedia offer Book Now, Pay Later Merrywing Bay vacation packages?
Set off on your ideal getaway to Merrywing Bay with help from our Book Now, Pay Later vacations. No need to save up or wait for payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.