Little Bay Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Little Bay
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
฿5,698
฿7,402 total
9 Sept - 10 Sept
includes taxes & fees
8.2/10 Very good! (1,031 reviews)
"I am leaving this review primarily as a safety warning for other guests considering Divi Little Bay. During dinner at the resort, my fiancé began choking on a piece of steak. This was a genuine medical emergency, and I repeatedly told staff that he was choking and needed help. Despite my pleas, we ..."
Reviewed on 26 Aug 2026
Oceans at Divi Little Bay
Little Bay Road Philipsburg St. Maarten
Fully refundableReserve now, pay when you stay
฿7,416
฿9,532 total
20 Sept - 21 Sept
includes taxes & fees
Belair Beach Hotel
Little Bay Philipsburg
฿6,645
฿8,024 total
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (214 reviews)
"Great property"
Reviewed on 20 Aug 2026
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 Little Bay attractions
Fort Amsterdam
8.8/10 (245 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.
What to do in Little Bay
High-Speed Ferry to St. Barths
฿2,689
per adult
80% of travellers recommend
Sky Explorer and Flying Dutchman
฿3,607
per adult
80% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
฿4,472
per adult
90% of travellers recommend
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?
- Pick your travel dates: What you plan to do in Little Bay and your preferred season will help you decide when to get away.
- 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.
- 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.
- 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.
