Merrywing Bay Vacations from $1,183

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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
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (231 reviews)
This is a great spot. Right on the beach and beautiful. The staff was very accommodating. The rooms could have been a little more furnished, but it was truly all you really needed. My issue was with my television and not having a “Do not disturb” sign. One of the young ladies found one and brought it to my room. I had a great day.

Reviewed on Jun 19, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Oct 15 - Oct 22
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
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (157 reviews)
Very nice. Water park staff a bit

Reviewed on Jul 25, 2025

Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (38 reviews)
Genesis Residences

Genesis Residences

2.5 out of 5
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
The only problem was where the Ac was located, so it was a little too warm

Reviewed on Jul 18, 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
$828 nightly
The price is $923 total per night from Aug 9 to Aug 10
$923 total
Aug 9 - Aug 10
Total includes taxes and fees
9.6/10 Exceptional! (224 reviews)
"Great resort. Exceptional service."

Reviewed on Jul 23, 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
$815 nightly
The price is $902 total per night from Aug 15 to Aug 16
$902 total
Aug 15 - Aug 16
Total includes taxes and fees
9.6/10 Exceptional! (163 reviews)
Best Trip Ever!
"This was the most AMAZING family trip we have ever taken, and we’ve been to lots of different Caribbean islands. The resort, and the beach were beyond words beautiful. On top of that the staff went above and beyond to make our stay the best ever. We look forward to coming back!"

Reviewed on Jul 28, 2025

Aurora Anguilla Resort & Golf Club
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay, Maunday's Bay
$1,095 nightly
The price is $1,224 total per night from Aug 6 to Aug 7
$1,224 total
Aug 6 - Aug 7
Total includes taxes and fees
9.4/10 Exceptional! (132 reviews)
"Phenomenal service coupled with a friendly staff."

Reviewed on Jul 25, 2025

Cap Juluca, A Belmond Hotel, Anguilla
See all 355 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 $1,183 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.