Vineyard Packages (Flight + Hotel)

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Where to stay in Vineyard

Find the best Vineyard areas and neighborhoods for the activities you enjoy most. Learn more about Vineyard
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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.

Find hotels in Indigo Bay

Top hotels in Vineyard

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is ฿6,188 per night from 13 Oct to 14 Oct
฿6,188
฿7,488 total
13 Oct - 14 Oct
includes taxes & fees
7.8/10 Good! (2,625 reviews)
"Celebrated my dad birthday and it was amazing !!! The food was great, the staff was sooooooo nice and helpful but most of all it was family friendly! They had an event going on every night & was kid friendly. Our family loved it !"

Reviewed on 7 Oct 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is ฿3,412 per night from 19 Oct to 20 Oct
฿3,412
฿4,095 total
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,385 reviews)
"Everything was amazing and beyond perfect. I felt 10000% safe as a solo traveler."

Reviewed on 7 Oct 2025

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is ฿2,879 per night from 19 Oct to 20 Oct
฿2,879
฿3,875 total
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (1,260 reviews)
Wish I was still there
"Beach view room, the room was perfect, we slept like babies and already planning for our next visit."

Reviewed on 6 Oct 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 3,587 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.

Popular places to visit

Fort Amsterdam featuring building ruins, a castle and military items

Fort Amsterdam

The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.

Fort Amsterdam
Museum of Sint Maarten showing art and interior views

Museum of Sint Maarten

Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.

Museum of Sint Maarten
Philipsburg Courthouse

Philipsburg Courthouse

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 beautiful beaches or visit the shops in this romantic area.

Philipsburg Courthouse

Things to do

Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

฿3,246
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

฿2,390
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

฿3,473
per adult
74% 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.