
Little Bay Vacations from $706
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
Your Little Bay Vacation
The stress-free way to experience this exciting city is with a customized Little Bay vacation package. Stay in the neighborhood of Upper Princes Quarter, which is good for shopping, coastal beaches and nature or choose someplace else — our package deals are all about you. Make your trip to Little Bay even more exciting by including some sightseeing. Little Bay Beach, Sint Maarten Park and Guana Bay Beach are some of the major attractions you'll want to explore. Your ideal Little Bay vacation is just clicks away. Search hotels, airfares and more on Expedia for an adventure that's tailored to suit your style.
The Latest Little Bay vacation packages

Princess Heights Luxury Boutique Condo Hotel
Reviewed on Apr 11, 2026

The Villas at Simpson Bay Resort
Reviewed on Apr 5, 2026

Simpson Bay Resort, Marina & Spa
Reviewed on Apr 11, 2026

Oyster Bay Beach Resort
Reviewed on Apr 11, 2026

Sapphire Beach Club Resort
Reviewed on Apr 11, 2026
Discover the most popular places to visit in Little Bay

Great Bay Beach
If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.

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.

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.
What to do in Little Bay

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Edge Ferry Tickets to St. Barts
Little Bay Hotel Deals

Divi Little Bay Beach Resort
Stayed at Divi with my family. Great location. The pools well kept but on the small side, Beach is perfect though. Staff was helpful with special shout out to Devon who serves on the beach from Gizmos. Lew was a great bartender at Gizmos too. The rooms are dated but we didn't go to spend time in ...
Reviewed on Apr 11, 2026

Oceans at Divi Little Bay
The property was ok compared to other resorts we have been too. We are very thankful we did NOT do the all inclusive package as the restaurant options were lackluster at best. Mix the rooftop bar was a great experience, best spot at the resort, just check the weather forecast before booking! The ...
Reviewed on Apr 11, 2026

Belair Beach Hotel
Clean
Reviewed on Apr 10, 2026
Find the Best Little Bay Vacation Packages
Little Bay Essential Information
Language | Dutch |
|---|---|
Currency | Netherlands Antillean guilders |
Local Welcome | Hallo |
Local Goodbye | Dag |
Closest Airport | Princess Juliana Intl. Airport (SXM) |
Top Sights | Sint Maarten Park, Little Bay Beach and Guana Bay Beach |




















