Orient Bay Vacation Packages

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Your Orient Bay Vacation

Reserve a Orient Bay vacation package and concentrate on what matters — having fun. This means no more planning hassles, just more time to discover the best of this captivating city, such as its beaches and laid-back lifestyle. Ready to explore your new surroundings? Pinel Island, Marigot Market and Fort St. Louis are a few of the top-rated places to visit during a trip to Orient Bay. Don't delay visiting this destination any longer. The ultimate Orient Bay vacation is a few quick clicks away with Expedia.

Top Orient Bay Vacation Deals

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

Simpson Bay Resort, Marina & Spa

Pelican Key
CA $1,375
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,961 reviews)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
CA $1,677
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,507 reviews)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
CA $1,391
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.

Reviewed on Aug 13, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

CA $5,061
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,017 reviews)
Stayed on the adults side of the resort. Bars are less busy, while atmosphere is more relaxing.. the adult-side pool bar has some top shelf such as patron etc which the swim up bars around did not have. Didn’t touch the liquor in the room it’s all wells/cheap which is common at AI’s. The food was pretty decent at the restaurants.. not great but good. The buffet was nasty! Clean though but just not our style food honestly. Also just to note all the restaurants are available to the kids too so our last night we had a very nice dinner at next to a screaming 2 yo -_-. It’s within walking distance to liquor stores, a convenience store that has everything, a strip club, a couple bars. We ate at the Asian cuisine and the air wasn’t working… it ended up coming back on during our meal but it was HOT I’m surprised my husband wanted to stay and eat lol. The complimentary buggy took us to the front of the resort and back every time we asked. Taxis available 24/7 with very reasonable prices. We’d come back!

Reviewed on Aug 25, 2026

Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
CA $1,629
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,004 reviews)
The reviews that I saw which led me to book the hotel must have been falsified because the stay at this property was a nightmare. The staff especially the bellmen were unhelpful and at times seemed annoyed with simple requests. There’s no parking available so be prepared to play musical chairs while waiting for someone to let you in and out of the parking lot. The manager tried to rectify the issues on the last night of our stay. By then, the trip had already tanked- if you want peace of mind, hospitality and a seamless stay DO NOT BOOK THIS HOTEL.

Reviewed on Aug 24, 2026

Things to do near Orient Bay

Orient Bay is perfect for a beach vacation, offering stunning scenery and outdoor adventures. Visitors can enjoy various activities, from relaxing on the sandy shores to exploring local resorts. It's an ideal seaside getaway with easy beach access and numerous available trips to enhance your experience. Whether you're seeking education through local culture or thrilling adventures, Orient Bay has something for everyone.

Shopping

The Marigot Market, located 6.4km from Orient Bay, offers a vibrant public market atmosphere with local goods and gifts. If you're up for a drive, consider visiting nearby malls for a wider selection of shops and boutiques that showcase unique souvenirs and local crafts.

Recreation

Unwind at a wellness retreat with beachfront yoga sessions, rejuvenating spa treatments, and holistic workshops. Explore the vibrant local culture through guided nature walks, indulge in fresh Caribbean cuisine, or simply relax on the stunning sands of Orient Bay, soaking in the sun and serenity of this tropical paradise.

Adventure

Explore the Grandes Cayes hiking trail, located 3.2km from Orient Bay. Experience the thrill of adventure as you trek through scenic landscapes, immersing yourself in the stunning outdoor vibes and natural beauty that this captivating trail has to offer.

Nightlife

In Orient Bay, Saint Martin, enjoy vibrant nightlife at beach bars and lively restaurants. Visit the famous Kakao Beach for cocktails and music, or check out the intimate vibe at the Papagayo for a unique dining experience. Dance the night away at local clubs, soaking in the tropical ambiance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Orient Bay

Orient Bay is perfect for a seaside getaway, offering stunning beaches and vibrant outdoor scenery. Popular attractions include the long stretches of sandy shores, a nudist beach, and the picturesque bay, making it an ideal spot for beach lovers. Don't miss out on exploring the local points of interest, such as Orient Bay Beach, to fully experience the beauty and relaxation this destination has to offer.

  • Orient Bay Beach: This vibrant nudist beach offers a unique experience where you can embrace freedom and relaxation. Known for its romantic and family-friendly atmosphere, it’s perfect for sunbathing, swimming, and enjoying various water sports, all while soaking in the stunning Caribbean views.
  • Pinel Island: Located one mile from Orient Bay, this serene beach is ideal for a day of unwinding. With soft sands and calm waters, it’s a perfect spot for sunbathing, snorkeling, or enjoying a delicious meal at beachside restaurants while surrounded by nature.
  • Anse Marcel Beach: Situated two miles away, Anse Marcel Beach is a picturesque escape. This tranquil beach features soft white sands and crystal-clear waters, making it perfect for swimming, relaxing, and taking in the breathtaking scenery, away from the crowds.

Best time to go to Orient Bay

The best time to visit Orient Bay is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. February is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.6°F (24.8°C)No RainMostly SunnyModerately HighSlightly High
February76.1°F (24.5°C)No RainMostly SunnyModerately HighSlightly High
March76.3°F (24.6°C)No RainMostly SunnyModerately HighSlightly High
April77.0°F (25.0°C)No RainMostly SunnyAverageAverage
May78.4°F (25.8°C)Light RainMostly SunnyAverageAverage
June79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
July80.4°F (26.9°C)Light RainMostly SunnyAverageAverage
August81.0°F (27.2°C)Light RainMostly CloudyModerately LowSlightly Low
September81.3°F (27.4°C)Light RainMostly SunnyModerately LowSlightly Low
October80.8°F (27.1°C)Light RainMostly CloudyModerately LowSlightly Low
November79.5°F (26.4°C)Light RainMostly CloudyAverageAverage
December78.1°F (25.6°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Orient Bay

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Orient Bay.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Orient Bay Beach Vacation

When it's time for a seaside getaway, put an Orient Bay vacation on your calendar. If you can't get enough of relaxed strolls along the shoreline, a trip to Orient Bay is just what the doctor ordered. We recommend staying in accommodations close to a famous strip of coastline known as Pinel Island (2 kilometres away). However, you can also check out Orient Bay vacation deals near another fantastic location, Coconut Grove Beach.

Things You Should Know About Orient Bay

  • There's nothing more relaxing than being close to the water. If staying within an easy stroll of a sunny shore is your idea of a glorious escape, cast your eye over our Orient Bay beach hotels and see what's available.
  • Villas such as Villa La Voile Blanche and Matisse 1 3 Bedrooms 3 Bathrooms Villa are also popular. Whether you're organizing a family trip or a romantic escape with your significant other, you're sure to find something that fits your requirements.

Ready to book your vacation to Orient Bay?

Choose your dates

Orient Bay Hotel Deals

Esmeralda Resort

Esmeralda Resort

B.P. 5141, Baie Orientale Orient Bay
CA $327
CA $340 total
Aug 27 - Aug 28
includes taxes & fees
Esmeralda Resort
La Playa Orient Bay

La Playa Orient Bay

116 Parc de la Baie Orientale Orient Bay
Get rates
La Playa Orient Bay
Hotel La Plantation

Hotel La Plantation

C5 Orient Bay Orient Bay
CA $223
CA $231 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (654 reviews)
"The room was wonderful! We spent a day taking it all in. The property and pool are great. It was family and pet friendly. I traveled as a couple and didn't mind. The beach is 5 minutes away and was beautiful. Would definitely stay again and recommend. Parking was easy."

Reviewed on Aug 20, 2026

Hotel La Plantation
See all 572 properties in Orient 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.
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What to do in Orient Bay

Two Islands, Twice the Fun

Two Islands, Twice the Fun

CA $84
per adult
Two Islands, Twice the Fun
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $114
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Guided ATV/QUAD Tour of Sint Maarten/St. Martin

Guided ATV/QUAD Tour of Sint Maarten/St. Martin

CA $169
per traveller
100% of travellers recommend
Guided ATV/QUAD Tour of Sint Maarten/St. Martin
See all activities in Orient Bay

Frequently asked questions

How much does a Orient Bay vacation package cost?
You'll find cheap prices from CA $1,375 on Expedia for your Orient Bay break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Orient Bay costs.
What are the cheapest months to go to Orient Bay?
August, September and October are the best times to search for cheap Orient Bay vacation packages. Travelling in less busy periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Orient Bay?
Dedicate around 6 days for your Orient Bay vacation to really immerse yourself in all that makes this place special. Stroll around popular neighbourhoods, including Pelican Key and Upper Prince's Quarter. Then make a beeline for top sights like Grand Case Beach and Little Bay Beach. With a clever itinerary, you'll be kept busy with room for some me-time too. Want to travel beyond Orient Bay? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Orient Bay?
It's no wonder a Orient Bay vacation is on the to-do list of many travellers. Popular attractions like Orient Bay Beach are just the start of things to keep you busy here.
How to find the best Orient Bay package deals?
Use Expedia's handy filters to help you find some great Orient Bay package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Orient Bay package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Orient Bay vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Orient Bay vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Orient Bay?
If you're planning an impromptu Orient Bay getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Orient Bay?
  1. Choose your travel dates: What you'd like to do in Orient Bay and your preferred season can help you decide when to go.
  2. Set a budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Orient Bay. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Work out your trip length: Think about how much time you want to spend exploring Orient Bay. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Orient Bay vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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