Vineyard Holidays
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Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
€640
per person
9 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
9/10 Wonderful! (1,006 reviews)
the property is secluded, very clean and the staff so helpful and kind. Very beautiful people all around. The hotel room very clean, it was not what I was expecting as far as a hotel room, it was an apartment. Bathroom with double sink, so you have space for that significant other. A nice king size bed waking up to a view, a wrap around balcony from the bedroom to the living room. Kitchen and dinning room to to fill all your personal needs. A home away from home, you feel you belong here, you even have a dishwasher and laundry machine. What else do you need? The grounds have a beautiful infinity pool, laundry mat, gift shop, a market store on the property, spa and gym. Two great restaurants. The only down part was the beach with the frequent storms have been washing up some seaweed waste covering the beach but its just a phase mother nature. There is so many places to go and do. Or you can stay at the resort and be pampered. The staff really go out of their way to take care of their guests. I will miss my favorite Bartender Jeffery and his colorful tasty cocktails. Thank you.
Reviewed on 5 Oct 2026
Oceans at Divi Little Bay
€845
per person
9 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
8.4/10 Very good! (586 reviews)
The staff were friendly and welcoming, and the hotel was clean and well-maintained. It was a comfortable place to stay for our stay, and the convenient location made it easy to get around the area. The room was tidy and had everything we needed for a pleasant stay. Overall, we had a great experience and would definitely consider staying here again when visiting the area.
Reviewed on 4 Oct 2026
Where to stay in Vineyard
Find the best Vineyard areas and neighborhoods for the activities you enjoy most. Learn more about Vineyard
Indigo Bay
If you're looking for some top things to see and do in Indigo Bay and surrounding area, you can visit Little Bay Beach and Indigo Beach.
Downtown Philipsburg
3 out of top 10 points of interest in this area
If you're spending some time in Downtown Philipsburg, Great Bay Beach and Front Street District are top sights worth seeing.
Point Blanche
1 out of top 10 points of interest in this area
While visiting Point Blanche, you might make a stop by sights like Port of St. Maarten and Harbour Point Village.
Belair
If you're looking for some top things to see and do in Belair and surrounding area, you can visit Little Bay Beach and Great Bay Beach.
Hope Estate
While Hope Estate isn't home to many top sights, Front Street District and Guana Bay Beach are some notable places to visit nearby.
Frequently asked questions
How much does a Vineyard holiday package cost?
Get set to book, because a trip to Vineyard starts from an enticing €640. When you bundle your flights, hotels and more into a package, you'll pick up the biggest deals.
How do I get a cheap travel package to Vineyard?
Crafting your own Vineyard holiday package with Expedia is such a simple way to save. We have over 550 partner airlines and 1,000,000 hotel options across the globe. With such an amazing range to pick from, you'll have no issues pulling together your perfect adventure.
Where should I stay in Vineyard?
If you plan to visit Guana Bay Beach, maximize your time sightseeing and book a hotel room nearby. It's one of the top attractions in this area.
What are the top hotels in Vineyard?
When it comes to comfy and convenient places to stay in Vineyard, you can't go past Apartment With 4 Bedrooms In Philipsburg. Take a look at its deals and pick up a great price.
How far in advance should I book my Vineyard holiday?
Browse Expedia to compare international flights ASAP. In many cases, you can purchase a seat up to a year before departure. If you don't see your preferred carrier, or you're booking late, don't despair. The lowest prices to Vineyard sometimes occur a few weeks before departure.
What does an Expedia Vineyard travel package include?
That depends on what kind of getaway you're thinking about. Vineyard holiday deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits you. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Vineyard travel package?
You'll score terrific savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together just makes things easier. So why waste time or money? Whether you're organising a ritzy city getaway or a low-cost family break, take a look at our holiday packages today.
Can I choose my airline with a Vineyard Expedia holiday package?
You certainly can. Expedia has access to more than 550 airline partners around the world, so pick the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Vineyard holiday package?
If your holiday plans in Vineyard have been upended, it's comforting to know that you can amend or cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. To find out more, check our Customer Service Portal.
Things to do
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
€137
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.