Orient Bay Vacations from $645

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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.

The Latest Orient Bay vacation packages

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
Save 100% on your flight
Price was $1,147, price is now $645 per person
$645
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,270 reviews)
The hotel, the complex, all amenities and the staff were great. We had a pleasant 7 night stay, and enjoyed it to the fullest. Room was kept very clean, and the pools, beach and onsite restaurants were a joy. We made memories that will last a lifetime. Since we had a rental and were able to drive around the island I must say that maybe the roads within the property need some love but other than that, 100% recommend this hotel.

Reviewed on Aug 19, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,773, price is now $973 per person
$973
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.

Reviewed on Aug 17, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,505, price is now $839 per person
$839
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (949 reviews)
This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely recommend.

Reviewed on Aug 15, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,801, price is now $1,007 per person
$1,007
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special. Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.

Reviewed on Aug 18, 2025

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,351, price is now $854 per person
$854
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.6/10 Excellent! (909 reviews)
The property was nice and clean. Unfortunately the front desk staff failed to inform us that the room we booked 6 months prior to our visit was” Sold out”. When we arrived we were told we got a “ complimentary upgrade” which wasn’t in fact an upgrade. We receive a one bedroom and studio connected room rather than the courtyard loft. The studio room started leaking from the ceiling and the floors were soaked. The staff popped the water bubble on the ceiling and put down towels to keep the floor dry. We also were locked out of our room during the tropical storm and we weren’t given a time estimate on when it would be fixed. We were not compensated for any of our convenience and the front desk staff didn’t seem to have any urgency with our concerns. The staff in the veranda bistro were so nice, friendly courteous and made the unpleasant stay more Pleasant. The house attendants were great, the food was amazing drinks were amazing overall the stay was ok but I would not return to this resort.

Reviewed on Aug 19, 2025

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Discover the most popular places to visit in Orient Bay

Orient Bay Beach featuring a sandy beach, tropical scenes and general coastal views

Orient Bay Beach

Pack your sunscreen, grab your swimsuit and head for a coastal gem known as the Saint- Tropez of the Caribbean.

Orient Bay Beach

What to do in Orient Bay

At the border!

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

$120
per traveler
100% of travellers recommend
4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin
Sightseeing Tour of the French and Dutch Sides of the Island

St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island

$56
per adult
80% of travellers recommend
St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
All In One Island Tour of St. Martin

All In One Island Tour of St. Martin | St. Maarten

$80
per adult
100% of travellers recommend
All In One Island Tour of St. Martin | St. Maarten
See all activities in Orient Bay

Orient Bay Hotel Deals

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
116 Parc de la Baie Orientale, Orient Bay
9.4/10 Exceptional! (587 reviews)
"The breakfast buffet was great, fresh pastries, fruit, and great coffee options. The staff was terrific! We’d stay there again anytime!"

Reviewed on Aug 16, 2025

Get rates
La Playa Orient Bay
Esmeralda Resort

Esmeralda Resort

4 out of 5
B.P. 5141, Baie Orientale, Orient Bay
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $231 total per night from Aug 22 to Aug 23
$231 total
Aug 22 - Aug 23
Total includes taxes and fees
8.6/10 Excellent! (464 reviews)
"Nice having semi-private pool. All of the staff very friendly and helpful. Including at L'Astrolabe for breakfast and dinner."

Reviewed on Jun 13, 2025

Esmeralda Resort
Hotel La Plantation

Hotel La Plantation

4 out of 5
C5 Orient Bay, Orient Bay
$209 nightly
The price is $217 total per night from Aug 21 to Aug 22
$217 total
Aug 21 - Aug 22
Total includes taxes and fees
8.6/10 Excellent! (561 reviews)
"Staff was really nice. Very peaceful stay. Looks just like the pictures."

Reviewed on Aug 11, 2025

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.

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 (1 mile (2 km) 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.

Things to do near Orient Bay

Orient Bay offers an ideal vacation spot for beach lovers and outdoor enthusiasts alike. Visitors can enjoy a variety of activities, including boat excursions and aquatic adventures. For those seeking adventure, prime hiking trails and other outdoor activities are available to explore. Don't miss out on the chance to experience the vibrant resort atmosphere while discovering the scenic beauty of this stunning destination.

Shopping

For a vibrant shopping experience, visit the Marigot Market, located 4 miles from Orient Bay. This public market buzzes with local charm, offering unique gifts and souvenirs amidst a lively atmosphere. If you're up for a drive, consider exploring shops in Philipsburg for even more options.

Recreation

Unwind with rejuvenating yoga sessions on the beach, indulge in soothing spa treatments featuring local ingredients, or enjoy meditation retreats surrounded by nature. Engage in water sports like paddleboarding and snorkeling, and savor fresh, healthy cuisine at charming beachfront cafes for a complete wellness experience in Orient Bay.

Adventure

For an adventurous experience in Orient Bay, hike the Grandes Cayes trail, located 2 miles away. This scenic trail offers stunning views and an invigorating outdoor atmosphere, perfect for nature lovers seeking adventure.

Nightlife

Experience the vibrant nightlife of Orient Bay at the lively Bikini Beach, where you can sip cocktails while enjoying beachside music. For a more upscale vibe, visit the trendy Le String, known for its delicious cuisine and energetic atmosphere that keeps the night alive.

*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 in Saint Martin is a paradise for beach lovers and outdoor enthusiasts, offering stunning sea views and picturesque scenery. Visitors can enjoy the beautiful Orient Beach, explore the nearby nudist beach, and relax at beachfront properties. With its perfect blend of sun, sand, and vibrant bay activities, Orient Bay caters to travelers seeking an unforgettable coastal vacation experience.

  • Orient Bay Beach: Experience the unique atmosphere of Orient Bay Beach, known for its nudist-friendly environment. This beautiful stretch of sand is perfect for romantic getaways or family-friendly fun, offering a relaxing vibe along with exciting excursions to enhance your beach day.
  • Orient Bay: Just 0.9 miles away, Orient Bay is renowned for its stunning beaches and breathtaking outdoor scenery. It's an ideal spot for sunbathing, swimming, or simply enjoying the picturesque views of the coastline.
  • Pinel Island: Located 1 mile from Orient Bay, Pinel Island is a serene beach destination. Enjoy the tranquil vibes, crystal-clear waters, and opportunities for snorkeling or lounging in the sun on this idyllic island.

Best time to go to Orient Bay

The best time to visit Orient Bay is dependant 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 RainMostlyModerately LowSlightly Low
September81.3°F (27.4°C)Light RainMostly SunnyModerately LowSlightly Low
October80.8°F (27.1°C)Light RainMostlyModerately LowSlightly Low
November79.5°F (26.4°C)Light RainMostlyAverageAverage
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 to Orient Bay during the low season (August to October) for more affordable options.
  • 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.

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Frequently asked questions

How much does an Orient Bay vacation package cost?
You can snap up a vacation package to this top destination from $645 on Expedia. However, how much your vacation to Orient Bay costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Orient Bay?
January, May and December are the best times to look for cheap Orient Bay vacation packages. Choosing to travel in quieter months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Orient Bay?
The ideal length of your Orient Bay vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to check out all the top sights and discover some hidden spots along the way.
How to find the best Orient Bay package deals?
Begin your search for an Orient Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Orient Bay package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Orient Bay adventure underway.
Is it cheaper to book an Orient Bay vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can customize your Orient Bay getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Orient Bay?
If you have your Orient Bay vacation dates confirmed, book as early as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Orient Bay?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite season and the activities on offer will also help you decide when to escape to Orient Bay.
  2. Budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Orient Bay.
  3. Use Expedia's trip planning tool to discover Orient Bay: Research every part of your trip to Orient Bay with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Orient Bay. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find an Orient Bay vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a day trip in nature, you won't have to worry about missing out on the best Orient Bay has to offer. Find all the incredible things to do in Orient Bay with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Orient Bay vacation packages?
Your Orient Bay break is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.