Little Bay Vacation Packages

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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.

Top Little Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Jul. 12 - Jul. 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.8/10 Excellent! (1,000 reviews)
I will go there again

Reviewed on May 20, 2024

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,008 reviews)
Great location. Easy to walk around the town and safe.

Reviewed on May 30, 2024

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.4/10 Very Good! (1,006 reviews)
snorkeling dislike was having to sign meal and bar check every for all inclusive

Reviewed on May 25, 2024

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.4/10 Very Good! (118 reviews)
Divi is the nicest resort on the island. It's been 25 years since we've been and Oceans at Divi has been added since as well the newer pools, pureocean restaurant, Gizmo's and Slice. The resort is beautiful, safe, comfortable, and has everything you could possibly want except room service. This was the only service we wish was offered that we thoroughly enjoyed at other all-inclusives we've experienced. We gave staff only 4 stars as we encountered a few very unfriendly staff members as well as a very disappointing experience ordering "special amenities" for our 25th anniversary celebration that was never fulfilled. Other than that, the beach chairs/umbrellas service was top notch! The managers who run the restaurants do a killer job attending to your every need. Housekeeping was very good. We will definitely go back!

Reviewed on May 16, 2024

Sea Palace by Capital Vacations

Sea Palace by Capital Vacations

3 out of 5
per person
Jul. 22 - Jul. 29
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.2/10 Very Good! (80 reviews)
Our stay at Sea Palace was absolutely fantastic! The staff were great, the unit was amazing & Crystal, the bartender at Pink Pearl Restaurant is the absolute best! Close walking distance to many shops & dining! Will definitely be visiting here again soon!!

Reviewed on Jan. 9, 2024

Little Bay Hotel Deals

Divi Little Bay Beach Resort
Divi Little Bay Beach Resort
4 out of 5
Little Bay Road, Philipsburg
The price is CA $308 per night from Jun. 1 to Jun. 2
CA $308
CA $386 total
includes taxes & fees
Jun 1 - Jun 2
8.4/10 Very Good! (1,000 reviews)
"snorkeling dislike was having to sign meal and bar check every for all inclusive"

Reviewed on May 25, 2024

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
The price is CA $350 per night from Jun. 1 to Jun. 2
CA $350
CA $436 total
includes taxes & fees
Jun 1 - Jun 2
8.4/10 Very Good! (119 reviews)
"Divi is the nicest resort on the island. It's been 25 years since we've been and Oceans at Divi has been added since as well the newer pools, pureocean restaurant, Gizmo's and Slice. The resort is beautiful, safe, comfortable, and has everything you could possibly want except room service. This was ..."

Reviewed on May 16, 2024

Oceans at Divi Little Bay
Belair Beach Hotel
Belair Beach Hotel
3 out of 5
Little Bay, Philipsburg
The price is CA $322 per night from Jun. 3 to Jun. 4
CA $322
CA $388 total
includes taxes & fees
Jun 3 - Jun 4
8.4/10 Very Good! (73 reviews)
"Excellent room on ground floor on sand"

Reviewed on May 23, 2024

Belair Beach Hotel
See all 3,577 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Little Bay vacation package cost?
Perhaps much less than you think — from only CA $929, actually! By bundling flights, hotels and car rentals into a custom-built package, your Little Bay escape is just a few clicks away.
How do I get a cheap travel package to Little Bay?
If you love scoring a bargain, combine your bookings into a Little Bay vacation package. Whether you’re searching for hotels, flights, rental cars or tours, you can browse and book everything in one place. You’ll have endless choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 properties all over the world to choose from. Fly with who you prefer, stay anywhere you like and save a bundle — now that’s the perfect vacation!
Where should I stay in Little Bay?
Stay close to the action. Many people favor hotels within easy reach of popular sights, like Sint Maarten Park, Little Bay Beach and Guana Bay Beach.
What are the top hotels in Little Bay?
If it’s your first time in Little Bay, make a reservation at El Sueno By Redawning or Paradise Can Be Yours. Both hotels offer comfy beds and are top options with lots of travelers.
How far in advance should I book my Little Bay vacation?
To land discount prices, book as early as you can. Air carriers generally release flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you’re in need of a last-minute getaway to Little Bay, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Little Bay travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply select your favorite bundle and get access to great discounts. Once you’ve made your booking, add on a few activities and tours and watch your savings grow. When it comes to organizing your Little Bay getaway, you’re in charge!
What should I know before booking a Little Bay travel package?
Bundling your bookings into a Little Bay vacation package is the easiest way to organize your trip. Not only that, you’ll save just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Little Bay Expedia vacation package?
The choice is all yours! We offer more than 550 airlines across the globe, so you can tailor your Little Bay vacation according to your budget and style.
If I'm not able to travel, can I cancel my Little Bay vacation package?
Because we know life is full of surprises, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you’ve booked your Little Bay vacation package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Little Bay

Image for Great Bay Beach

Great Bay Beach

4/5(20 reviews)

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.

Great Bay Beach
Image for Philipsburg Courthouse

Philipsburg Courthouse

4/5(20 reviews)

Philipsburg Courthouse 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 seaside or visit the shops in this romantic area.

Philipsburg Courthouse
Image for Guana Bay Beach

Guana Bay Beach

5/5(2 reviews)

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

Image for Sunset Champagne Cruise in St. Maarten

Sunset Champagne Cruise in St. Maarten

CA $68
Per adult
100% of travellers recommend
Sunset Champagne Cruise in St. Maarten
Image for Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin

Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin

CA $172
Per adult
Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin
See all activities in Little Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.