Merrywing Bay Vacations from $1,245

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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 $1,473, price is now $1,245 per person
$1,245
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
8.2/10 Very Good! (320 reviews)
AC in the room was a mini split that kept the room very comfortable. Room and Bathroom were very clean. Housekeeping was there every day with fresh linens and towels. No complaints at all. Well, other than having to leave.

Reviewed on May 15, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $3,119, price is now $2,209 per person
$2,209
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
9.6/10 Exceptional! (196 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $2,700, price is now $2,047 per person
$2,047
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
9.8/10 Exceptional! (37 reviews)
Property well maintained. Only complaints no tea available in room and we were charged US $9 for tea by F&B personnel named P (female). Very disappointed. Special thanks to Simone, Arlan and Shawn along with the room staff and grounds keepers.

Reviewed on May 14, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $3,077, price is now $2,406 per person
$2,406
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
9.4/10 Exceptional! (95 reviews)
Great location on Meads Bay with easy access to beach. Great food, drinks, and sunsets.

Reviewed on May 17, 2026

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $9,125, price is now $7,445 per person
$7,445
per person
Jul 27 - Jul 31
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
9.8/10 Exceptional! (264 reviews)
Incredible stay. Exceeded our expectations. Family of 5. Better than Four Seasons. Boutique and luxury combined. Super friendly staff. The best food we had on the island. No reason to go anywhere else. Better than Veya. Excellent service all around. The best beach in the world. Not crowded. Feels personal. Great drinks. Double room service per day. Manicured gardens and attention to detail. Amazing stay. Will definitely come back.

Reviewed on Apr 30, 2026

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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
The price is $1,012 total per night from May 31 to Jun 1
$1,012 total
per night
May 31 - Jun 1
9.6/10 Exceptional! (250 reviews)
"Room was perfect and cleaned daily. Spa was terrific. Property was immaculate and staff was very friendly and helpful."

Reviewed on Apr 29, 2026

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

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Fully refundableReserve now, pay when you stay
The price is $1,003 total per night from May 26 to May 27
$1,003 total
per night
May 26 - May 27
9.6/10 Exceptional! (196 reviews)
"Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids."

Reviewed on Mar 16, 2026

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
The price is $1,581 total per night from Jun 9 to Jun 10
$1,581 total
per night
Jun 9 - Jun 10
9.6/10 Exceptional! (143 reviews)
"Beautiful scenery of miles of coastline and mountains and nearby islands!"

Reviewed on May 22, 2026

Cap Juluca, A Belmond Hotel, Anguilla
See all 358 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 $1,245 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.