Maho Bay Quarter Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Jordan Maupin

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Maho Bay Quarter

Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $2,349, price is now CA $1,631 per person
CA $1,631
per person
Oct 5 - Oct 12
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very Good! (2,182 reviews)
Sargassum smell was putrid. Long waits for transport around the facility. Limited food options.

Reviewed on Aug. 22, 2025

Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was CA $2,481, price is now CA $1,676 per person
CA $1,676
per person
Oct 5 - Oct 12
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7/10 Good! (1,385 reviews)
Very convenient area to stay.

Reviewed on Aug. 21, 2025

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was CA $2,686, price is now CA $1,857 per person
CA $1,857
per person
Oct 5 - Oct 12
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.8/10 Good! (161 reviews)
Really enjoyed my stay close to ferry and all staff was so polite and gave great recommendations to dining and places to visit . Even though hurricane Erin made an appearance the staff was very assuring. I felt safe . All the staff at front desk was great wish I could remember all there names but I do remember Khadijah, I would definitely stay there again !!!!

Reviewed on Aug. 21, 2025

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $3,140, price is now CA $2,196 per person
CA $2,196
per person
Oct 5 - Oct 12
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (194 reviews)
Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on Aug. 18, 2025

At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was CA $2,788, price is now CA $2,029 per person
CA $2,029
per person
Oct 5 - Oct 12
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (148 reviews)
The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on Jul. 21, 2025

Where to stay in Maho Bay Quarter

Find the best Maho Bay Quarter areas and neighborhoods for the activities you enjoy most. Learn more about Maho Bay Quarter
Default Image

Contant Farms

If you're spending some time in Contant Farms, Great Cruz Bay and Turner Bay are top sights worth seeing.

Find hotels in Contant Farms

Maho Bay Quarter Hotel Deals

Peter Bay Gatehouse

Peter Bay Gatehouse

4 out of 5
6A Peter Bay, St. John, St John
The price is CA $823 per night from Aug 24 to Aug 25
CA $823
CA $1,412 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (18 reviews)
"We absolutely adored our stay at the Peter Bay Gatehouse, Penthouse! It was one of the best places we’ve ever had the pleasure of staying in. The location was simply stunning, with easy access to some of the world’s most beautiful beaches. The view from the penthouse was breathtaking, and we never ..."

Reviewed on Feb. 26, 2025

Peter Bay Gatehouse
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is CA $362 per night from Aug 25 to Aug 26
CA $362
CA $407 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (2,189 reviews)
"The resort itself was super clean, the pools were fantastic, and staff were extremely helpful and friendly. The main issue was the beach. They advertise this beautiful beach at the resort, but it is small and it was closed because it was covered with seaweed. According to the locals we spoke with, ..."

Reviewed on Aug. 20, 2025

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is CA $395 per night from Sep 21 to Sep 22
CA $395
CA $559 total
Sep 21 - Sep 22
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"All the staff was extremely helpful. Jayaire, the bartender in the lobby area was amazing. He came up with a special drink for us and it was a hit with several guests that asked what we were drinking. Other bartenders were not interested in learning it so we went elsewhere when he left daily at 5. ..."

Reviewed on Aug. 19, 2025

The Westin St. Thomas Beach Resort & Spa
See all 3,709 properties in Maho Bay 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Maho Bay Quarter vacation package cost?
Our Maho Bay Quarter packages, which begin at just CA $1,631, are the perfect way to save. Pick and choose your favorite hotels, flights and rental car to create your dream escape.
How do I get a cheap travel package to Maho Bay Quarter?
Our Maho Bay Quarter vacation packages promise plenty of savings for the savvy wanderer. For the best deal, simply combine your hotel, flights and tours into an affordable package. But great bargains are just the beginning of your next epic adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels worldwide to choose from. Whatever your style, there's a vacation package here just for you.
Where should I stay in Maho Bay Quarter?
Make sightseeing easier by staying in a hotel within walking distance of Maho Bay Quarter's biggest attractions. Trunk Bay and Annaberg Plantation are two visitor favorites.
What are the top hotels in Maho Bay Quarter?
Lock in a room at Amazing Sunrises And Ocean Views. It's one of the area's most popular properties. Another top option in Maho Bay Quarter is Exclusive Location, Breathtaking Views.
How far in advance should I book my Maho Bay Quarter vacation?
Browse Expedia to compare international fares as soon as you've got your travel dates. You can generally purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you've left things to the last minute, don't despair. Low prices to Maho Bay Quarter occasionally appear within weeks of the date of departure.
What does an Expedia Maho Bay Quarter travel package include?
Expedia has all you need to plan your Maho Bay Quarter escape, but what your package looks like is entirely up to you. Choose from a combination of rental cars, hotels and flights. Chasing some activities to keep you on the move? Once you've made your booking, you can add them too. Whatever your budget, there's a deal to match your needs.
What should I know before booking a Maho Bay Quarter travel package?
When you book your flights, hotels and car rentals together, you'll pick up amazing discounts. Whether you're planning an island getaway in a villa or would rather stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Maho Bay Quarter Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines across the globe, so go with the carrier that's a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Maho Bay Quarter vacation package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your Maho Bay Quarter vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, check out our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Maho Bay Quarter

Annaberg Plantation showing heritage elements and a ruin

Annaberg Plantation

In a stunning location above tropical Leinster Bay, these plantation ruins offer some of the last remaining reminders of the slave trade on the island.

Annaberg Plantation

Things to do

St Thomas & St John: Snorkeling and Beaches Boat Tour

St Thomas & St John: Snorkeling and Beaches Boat Tour

CA $1,239
per traveller
St Thomas & St John: Snorkeling and Beaches Boat Tour
32ft of Comfort, Stability and Speed

Private Sunset Boat Charter during the "Golden Hours"

CA $952
per traveller
Private Sunset Boat Charter during the "Golden Hours"
From St. Thomas: Guided St. John & Annaberg Plantation Tour

From St. Thomas: Guided St. John & Annaberg Plantation Tour

CA $92
per adult
From St. Thomas: Guided St. John & Annaberg Plantation Tour
See all activities in St. John
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.