Merrywing Bay Vacations from $1,090

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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 $1,349, price is now $1,090 per person
$1,090
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (244 reviews)
The Anguilla Great House was just perfect for our needs!! The food was wonderful and the staff were amazing!! Already planning to go back!!

Reviewed on Sep 11, 2025

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,999, price is now $3,528 per person
$3,528
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop 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 $16,804, price is now $12,017 per person
$12,017
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $2,533, price is now $1,865 per person
$1,865
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (167 reviews)
I like everything there! Except prices for food! It’s very expensive

Reviewed on Aug 23, 2025

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,554, price is now $1,267 per person
$1,267
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8.8/10 Excellent! (59 reviews)
This property is located about a five minute walk from the beach and walking distance from a few other accommodations. I stayed in a garden studio. Very spacious with A/C, two queen sized beds, dresser, wardrobe, mini fridge and television. The bathroom was spacious also, with twin sinks and shower heads. Denise was the star of The Fountain for my stay. Very helpful with arrangements of transportation from and to the airport and elsewhere. Staying at The Fountain also gives access to Zemi - (Hilton) beach chairs, lounge and restaurants.

Reviewed on Aug 4, 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
$794 nightly
The price is $884 total per night from Oct 16 to Oct 17
$884 total
Oct 16 - Oct 17
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
$464 nightly
The price is $516 total per night from Oct 13 to Oct 14
$516 total
Oct 13 - Oct 14
Total with taxes and fees
9.6/10 Exceptional! (168 reviews)
"I like everything there! Except prices for food! It’s very expensive"

Reviewed on Aug 23, 2025

Aurora Anguilla Resort & Golf Club
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East, Shoal Bay
$758 nightly
The price is $846 total per night from Oct 16 to Oct 17
$846 total
Oct 16 - Oct 17
Total with taxes and fees
9.6/10 Exceptional! (240 reviews)
"Transportation for outside activity is limited. taxis are at least 30 USD one way. One round-trip outside venture would pay for a rental car."

Reviewed on Aug 9, 2025

Zemi Beach House, LXR Hotels & Resorts
See all 357 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.

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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 $1,090 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.