Vineyard Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Vineyard Holiday

Our Vineyard holiday packages are a fast and convenient way to organise and book your next escape. Get to know the essence of this unique neighbourhood without the stress of planning everything yourself. Not sure what to do and see during your trip to Vineyard? Nearby attractions like Sint Maarten Park, Little Bay Beach and University of St. Martin are great places to start. Don't just dream it — do it! Lock in your ideal Vineyard holiday with Expedia and enjoy travelling your way.

Our guide on where to stay in Vineyard

Find the best Vineyard areas and neighborhoods for the activities you enjoy most. Learn more about Vineyard
A coastal cityscape with a marina, residential buildings, and a mountainous backdrop.

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.

A coastal town with buildings, a clear blue sea, and mountains in the background.

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.

A large cruise ship docked at a pier with a mountainous coastline and sailboats in the background.

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.

A coastal town with a marina, mountains, and a bay.

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.

Default Image

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.

Our pick of the best Vineyard Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
AU$259
8 Oct - 9 Oct
includes taxes & fees
9/10 Wonderful! (2,099 reviews)
"Plenty of restaurants at the resort and within walking distance. The pools were great, the ocean beautiful. The two times we had to call the front desk, our issue was handled fairly quick and satisfactorily."

Reviewed on 6 Oct 2026

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
AU$693
5 Nov - 6 Nov
includes taxes & fees
9/10 Wonderful! (2,418 reviews)
"Beautiful stay with amazing views!"

Reviewed on 5 Oct 2026

The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands
AU$625
7 Oct - 8 Oct
includes taxes & fees
8/10 Very good! (3,245 reviews)
"The hot water was bad… had to take shower in cool or lukewarm water…. They are having water problem…they were also doing construction right outside my room which wasn’t good if you was relaxing or sleeping they thought it was ok to do…. No water in the toilet bowl to use the bathroom in your room…. ..."

Reviewed on 6 Oct 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
See all 3,605 properties in Vineyard
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.

Frequently asked questions

How much does a Vineyard holiday package cost?
Get set to book, because a trip to Vineyard starts from an enticing . 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.

Activities

Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

AU$107
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

AU$91
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

AU$153
per adult
80% of travellers recommend
Sky Explorer and Flying Dutchman
See all activities in Philipsburg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.