The Quarter Vacations from $1,270

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Photo by Anguilla Tourist Board

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Your The Quarter Vacation

From its highlights to its hidden gems, this city is best explored with a The Quarter vacation package. Find somewhere to stay in Tamarind Hill Estates, which is great for views, nature and coastal beaches. If sightseeing is on the to-do list during your trip to The Quarter, stop by well-known attractions like Crocus Bay Beach, Sandy Hill Beach and Little Bay. Expedia will help you escape the everyday. Tailor your vacation to The Quarter to suit your style of travel, whatever that may be!

The Latest The Quarter 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 $1,463, price is now $1,270 per person
$1,270
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8.2/10 Very Good! (322 reviews)
If you want an all luxury hotels, there are plenty around. What i like at Great House is the proximity to the beach, on site bar, pool, the view. What it lacks in luxury, it gains in all other aspect and the price is right. Could it gain to have few details fixed, yes, but beds are comfy, units are clean, the grounds are well maintained and the people are so friendly. I keep coming back every year.

Reviewed on Jun 6, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $4,804, price is now $3,087 per person
$3,087
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (196 reviews)
Aurora is the old Cuisinart. This property has been exceptionally well maintained with the fabulous staff, a friendly and courteous team members. Anguilla is not the Island to go to if you’re looking for the Saint Barts overly expensive nightlife. This is the cool island. No cruise ships nothing ostentatious. Just a friendly safe place to enjoy a true relaxing vacation on some of the most wonderful beaches in the world. Aurora‘s location is fantastic at rendezvous Bay. It’s one of the best beaches in the world. Awesome food, and again great staff. The only negative and this is a very small one as they need new cushions on the chairs on the beach. The rooms, the facilities, the towels, everything right down to the sheets was spectacular.

Reviewed on Jun 7, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $3,663, price is now $2,920 per person
$2,920
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (98 reviews)
Great location on Meads Bay with easy access to beach. Great food, drinks, and sunsets.

Reviewed on May 17, 2026

6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Price was $6,395, price is now $5,517 per person
$5,517
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $6,395, price is now $5,517 per person
$5,517
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
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The Quarter Hotel Deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
$914 nightly
The price is $1,018 total per night from Jul 5 to Jul 6
$1,018 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (252 reviews)
"The staff were amazing from the bell boys to the reception staff the restaurant staff and Del on Barnes beach remembered everybody’s name, the room had an amazing view and the food in all restaurants was amazing. We did a cerviche class and would highly recommend it."

Reviewed on Jun 11, 2026

Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
$1,451 nightly
The price is $1,622 total per night from Jun 14 to Jun 15
$1,622 total
Jun 14 - Jun 15
Total with taxes and fees
9.6/10 Exceptional! (146 reviews)
"The resort was spectacular in every way! The all-inclusive breakfast was fantastic as were the restaurants we tried for dinner (Ushu only, as we ended up going offsite to other highly acclaimed restaurants—Blanchards and Veya, both were fabulous!) The only thing we would do different next time is ..."

Reviewed on Jun 11, 2026

Cap Juluca, A Belmond Hotel, 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
$926 nightly
The price is $1,036 total per night from Jul 2 to Jul 3
$1,036 total
Jul 2 - Jul 3
Total with taxes and fees
9.6/10 Exceptional! (199 reviews)
"Aurora is the old Cuisinart. This property has been exceptionally well maintained with the fabulous staff, a friendly and courteous team members. Anguilla is not the Island to go to if you’re looking for the Saint Barts overly expensive nightlife. This is the cool island. No cruise ships nothing ..."

Reviewed on Jun 7, 2026

Aurora Anguilla Resort & Golf Club
See all 357 properties in The Quarter
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 The Quarter Vacation Packages

The Quarter Essential Information

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

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Frequently asked questions

How much does a The Quarter vacation package cost?
You'll find cheap prices from $1,270 on Expedia for your The Quarter escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to The Quarter costs.
What are the cheapest months to go to The Quarter?
July, August and December are great times to look for cheap The Quarter vacation packages. Opting to travel in less busy months means you can generally find lower prices on hotels and flights.
How many days is enough for The Quarter?
Typically, a handful of days is enough to visit the main sights during your The Quarter vacation. But if you prefer to have time to relax or take day trips, consider extending your itinerary.
How to find the best The Quarter package deals?
Begin your search for a The Quarter package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect The Quarter package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your The Quarter escape off to a flying start.
Is it cheaper to book a The Quarter vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized The Quarter vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to The Quarter?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment The Quarter escape.
How to plan a trip to The Quarter?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to The Quarter.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodations will likely be the largest expense during your trip to The Quarter.
  3. Use our trip planning tool to discover The Quarter: Research every part of your trip to The Quarter with this handy planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Set the duration of your trip: Start by listing all the attractions you'd like to get to in The Quarter. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a The Quarter vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the best The Quarter has to offer. Find all the incredible things to do in The Quarter in The Quarter with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later The Quarter vacation packages?
If you're like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your The Quarter trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.