Little Bay Holidays

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    Save up to €185 when you book a flight and hotel together*
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Top hotels in Little Bay

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 €248 per night from 12 Aug to 13 Aug
€248
12 Aug - 13 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"I love the layout, that it's on the beach, amenities are good (especially the drivers ofand different restaurants to choose from."

Reviewed on 8 Aug 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 €284 per night from 12 Aug to 13 Aug
€284
12 Aug - 13 Aug
includes taxes & fees
8.2/10 Very Good! (247 reviews)
"Seabreeze restaurant is great!"

Reviewed on 7 Aug 2025

Oceans at Divi Little Bay
Belair Beach Hotel

Belair Beach Hotel

3 out of 5
Little Bay, Philipsburg
8.4/10 Very Good! (112 reviews)
"Beautiful views from the balcony. Staff is wonderful. Property is clean. Food at Gingerbread House is good with bar. We will be coming back soon!"

Reviewed on 26 Jul 2025

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Belair Beach Hotel
See all 3,588 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.

Popular places to visit

Philipsburg Boardwalk

Philipsburg Boardwalk

Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.

Philipsburg Boardwalk
Fort Amsterdam showing heritage elements, building ruins and a castle

Fort Amsterdam

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
Guana Bay Beach featuring cuddly or friendly animals, tropical scenes and landscape views

Guana Bay Beach

The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.

Guana Bay Beach

What to do in Little Bay

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

€65
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

€129
per adult
84% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
At the border!

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

€104
per traveller
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 holiday package cost?
You'll find cheap prices 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 holiday 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 holiday packages. Choosing to travel in quieter months means you can usually find lower prices on accommodation and flights.
How many days is enough for Little Bay?
With a well-organised 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 holiday 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 personalise your search by "Amenities," "Property type," "Traveller 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 holiday as a package?
Expedia holiday 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 customised Little Bay holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 personalised Little Bay holiday package.

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