Maho Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Eric Sturgeon
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Your Maho Bay Vacation

Book a Maho Bay vacation package and get set to experience the best of this city. Think about staying in the neighborhood of Belle Vue, which is great for views, underwater activities and watersports. If your trip to Maho Bay includes a little sightseeing, take in much-loved attractions like Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach. Your perfect Maho Bay vacation is just clicks away. Explore hotels, airfares and more on Expedia for an adventure that's tailored to suit your travel style.

Top Maho Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bluebeard's Castle Resort

Bluebeard's Castle Resort

CA $975
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (672 reviews)
Everyone was very accommodating and helpful. We would stay there again.

Reviewed on Aug 7, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

CA $1,375
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very good! (2,488 reviews)
The staff was kind, helpful and knowledgeable. The room and property was clean. Swim up bar was great. The only part that was downfall was the kids, when this was booked I was under the impression no children were allowed, but there a lot of kids.

Reviewed on Aug 7, 2026

At Home in the Tropics

At Home in the Tropics

CA $1,331
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.

Reviewed on Aug 3, 2026

The Saint Resort

The Saint Resort

CA $2,400
per person
Oct 17 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9.2/10 Wonderful! (44 reviews)
The staff was very nice and friendly. They were helpful getting checked in and knowledgeable about the area. The bar has a pool side and dry side, which was really cool. They have several hot tubs, two pools, and a cold plunge tub. The restaurant on site was amazing, the view and the food were top notch! The sunsets are beautiful. There are peacocks that roam the area. The room was clean and the bed was comfortable. It has air conditioning and a ceiling fan to keep it cool. The balcony/porch also had a great view of the bay. The only negative was there wasn't always hot water in the room for the shower. They said they are working on that issue.

Reviewed on Jul 24, 2026

Villa Island Paradise

Villa Island Paradise

CA $2,020
per person
Oct 23 - Oct 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.4/10 Exceptional! (33 reviews)
This villa is in an excellent location, few minute walk to the old town and restaurants, grocery store, etc. Given the challenges finding parking downtown on St. John, that was a huge plus. A few minute walk down to the market as well. My wife loves that our unit is very clean and quality furniture including bed and linens. Well stocked kitchen with adequate dishes and cookware for family. AC and fans were great quality. The patios and balconies are very large making it enjoyable to be outside to enjoy the views. A really nice plus was that each unit had beach chairs, umbrellas, coolers, and snorkeling gear available for use at no charge. Very easy to send messages to the host and management for any issues. We decided to extend 2 times here and on the 2nd the host rearranged another unit with an early check in so that we could move our food and other goods easily.

Reviewed on Jul 31, 2026

Maho Bay Beach Vacation

Listen to the soothing sound of waves hitting the shore and look out over the sparkling waters during your Maho Bay vacation. If you're craving some time out, a trip to Maho Bay will work wonders. We have a great range of Maho Bay vacation packages to select from. Book one near Maho Beach, just 0.32 kilometres from the downtown area, and live out your vacation fantasies without blowing your budget.

Ready to book your vacation to Maho Bay?

Choose your dates

Maho Bay Hotel Deals

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
CA $368
CA $528 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,373 reviews)
"Westin is a great resort stay. Coordinating transportation was a little tricky but overall a great experience. The walk to the beach was not bad but includes LOTS of stairs so be prepared. Sugarfin restaurant was my favorite because it’s right on the beach and the food /service was great. And added ..."

Reviewed on Aug 7, 2026

The Westin St. Thomas Beach Resort & Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $259
CA $348 total
Sep 5 - Sep 6
includes taxes & fees
9/10 Wonderful! (708 reviews)
"Everyone was very accommodating and helpful. We would stay there again."

Reviewed on Aug 7, 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay St. Thomas
CA $453
CA $509 total
Aug 9 - Aug 10
includes taxes & fees
8/10 Very good! (2,500 reviews)
"The staff was kind, helpful and knowledgeable. The room and property was clean. Swim up bar was great. The only part that was downfall was the kids, when this was booked I was under the impression no children were allowed, but there a lot of kids."

Reviewed on Aug 7, 2026

Margaritaville Vacation Club - St. Thomas
See all 3,894 properties in Maho 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.

Stay near popular Maho Bay attractions

Maho Beach

9.6/10 (567 reviews)
Not just an idyllic spot for swimmers and sunbathers, this picturesque bay is also popular with a raft of colorful marine creatures.
See properties

What to do in Maho Bay

Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

CA $154
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max

St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max

CA $344
per adult
98% of travellers recommend
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max
Snorkel Cat All Inclusive Adventure - 9:45 am

Snorkel Cat All Inclusive Adventure

CA $211
per adult
94% of travellers recommend
Snorkel Cat All Inclusive Adventure
See all activities in Maho Bay

Frequently asked questions

How much does a Maho Bay vacation package cost?
You can snap up a vacation package to this destination from CA $975 on Expedia. However, how much your vacation to Maho Bay costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Maho Bay?
September, October and November are great times to look for cheap Maho Bay vacation packages. Choosing to travel in quieter months means you can usually find better prices on flights and hotels.
How many days is enough for Maho Bay?
To get the most out of your Maho Bay vacation, we suggest staying for 2 days. Divide your time between visiting Cinnamon Bay Beach, Cruz Bay Beach and other key sights, in addition to exploring neighbourhoods like Estate Enighed and Estate Chocolate Hole and Great Cruz Bay. If you've got some time to spare, include a day trip in your Maho Bay vacation itinerary.
Is it worth booking a vacation package to Maho Bay?
It's easy to see why a Maho Bay vacation is on the to-do list of many travellers. Popular attractions like Maho Beach are just the beginning of what you can explore here.
How to find the best Maho Bay package deals?
Begin your search for a Maho Bay package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," 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 ideal Maho Bay package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Maho Bay adventure underway.
Is it cheaper to book a Maho Bay vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the freedom to create a customized Maho Bay vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Maho Bay?
If you've got your Maho Bay vacation dates confirmed, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Maho Bay?
  1. Choose your dates: The things you'd like to do in Maho Bay and your favourite season will help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to Maho Bay.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Maho Bay. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Maho Bay vacation package for you.

Explore a world of travel with Expedia

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