Little Bay Vacations from ￥1,014,330

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The Latest Little Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Sep 29 - Oct 5
found 15 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
9.2/10 Wonderful! (938 reviews)
This was a great stay and the staff was very friendly. Highly recommend

Reviewed on Jul 22, 2025

Villa Amalia

Villa Amalia

5 out of 5
per person
Sep 29 - Oct 5
found 15 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
No reviews
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Sep 29 - Oct 5
found 15 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,192 reviews)
Great spot, very clean, nice restaurants on property. You don't even notice that you? I don't have all inclusive. The drink rates are not that bad. It is a century located resort and you can walk out into town. And there is casinos, restaurants, nightlife, or at your fingertips

Reviewed on Jul 25, 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
per person
Sep 29 - Oct 5
found 15 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
8.4/10 Very Good! (1,003 reviews)
The beach was the highlight especially with most of the other side of the island having sargassum. This side was clean and calm. The food at all of the restaurants definitely could have been better, as well as the drinks, but there was a little market that made it easy to cook and prepare some meals in your room. Taxis to Simpson Bay are expensive and the hotel staff could have been more proactive in giving us information about the area. The front desk ran out of towels twice. Entertainment and music was great.

Reviewed on Jul 21, 2025

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
Sep 29 - Oct 5
found 15 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
8.4/10 Very Good! (238 reviews)
The property was absolutely amazing!!! The staff was accommodating to your needs & it was so peaceful, calm, & relaxing. (Low season) I WILL BE BACK!

Reviewed on Jul 22, 2025

Find the Best Little Bay Vacation Packages

Little Bay Hotel Deals

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road, Philipsburg
Fully refundableReserve now, pay when you stay
The price is ￥33,819 per night from Jul 26 to Jul 27
￥33,819
￥42,384 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"The beach was the highlight especially with most of the other side of the island having sargassum. This side was clean and calm. The food at all of the restaurants definitely could have been better, as well as the drinks, but there was a little market that made it easy to cook and prepare some meals ..."

Reviewed on Jul 21, 2025

Divi Little Bay Beach Resort
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Little Bay Road, Philipsburg, St. Maarten
Fully refundableReserve now, pay when you stay
The price is ￥38,773 per night from Jul 30 to Jul 31
￥38,773
￥48,376 total
Jul 30 - Jul 31
includes taxes & fees
8.2/10 Very Good! (243 reviews)
"The property was absolutely amazing!!! The staff was accommodating to your needs & it was so peaceful, calm, & relaxing. (Low season) I WILL BE BACK!"

Reviewed on Jul 22, 2025

Oceans at Divi Little Bay
Belair Beach Hotel

Belair Beach Hotel

3 out of 5
Little Bay, Philipsburg
8.4/10 Very Good! (110 reviews)
"I had an amazing time at this hotel! I’d definitely stay again. It was super clean and quiet, and everyone was so friendly and welcoming."

Reviewed on Jul 12, 2025

Get rates
Belair Beach Hotel
See all 3,549 properties in Little 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.

Discover the most popular places to visit in Little Bay

Fort Amsterdam showing building ruins, military items and a castle

Fort Amsterdam

2/5(2 reviews)

The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.

Fort Amsterdam

What to do in Little Bay

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

￥10,994
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

￥21,842
per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
At the border!

4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin

￥14,659
per traveler
100% of travellers recommend
4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin
See all activities in Little Bay

Frequently asked questions

How much does a Little Bay vacation package cost?
You'll find cheap prices from ￥1,014,330 on Expedia for your Little Bay break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Little Bay costs.
What are the cheapest months to go to Little Bay?
September, October and November are the best times to search for cheap Little Bay vacation packages. Choosing to travel in quieter months means you can usually find lower prices on accommodations and flights.
How many days is enough for Little Bay?
With a well-organized schedule, you can easily visit the most popular Little Bay sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, think about booking your Little Bay vacation for longer.
How to find the best Little Bay package deals?
Landing a cheap Little Bay package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Little Bay package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Little Bay vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a customized Little Bay vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Little Bay?
If you're planning a spur-of-the-moment Little Bay adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Little Bay?

  1. Pick your travel dates: What you plan to do in Little Bay and your preferred season will help you decide when to get away.
  2. Set a budget: Consider costs such as flights, transportation and food when calculating how much to save for your trip to Little Bay. Then, pick a property that matches your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide how long to go for: Now that you're more familiar with Little Bay, you can figure out the ideal length of your break. Pull together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Little Bay vacation package.

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