Vineyard Holidays

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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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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
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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 hotel + flight trips in Indigo Bay

Our pick of the best Vineyard Hotel Deals

The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$500 per night from 11 Dec to 12 Dec
AU$500
includes taxes & fees
11 Dec - 12 Dec
9/10 Wonderful! (1,442 reviews)
"Get the most beautiful sunset at the pool. Staff was kind, fixed a billing issue with no attitude. Free valet parking a nice touch. Bars close to hotel close early. Need to drive 15-20 mins to two different restaurant/bar areas Very nice resort would stay again"

Reviewed on 26 Nov. 2024

The Morgan Resort Spa Village
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 AU$417 per night from 17 Dec to 18 Dec
AU$417
includes taxes & fees
17 Dec - 18 Dec
7.8/10 Good! (1,967 reviews)
"Bartender Carlos was amazing"

Reviewed on 25 Nov. 2024

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 AU$288 per night from 9 Dec to 10 Dec
AU$288
includes taxes & fees
9 Dec - 10 Dec
8.8/10 Excellent! (1,000 reviews)
"Looking for a resort that feels homely and quiet surrounded by sand, sea & sun? Then Simpson Bay Resort & Spa is for you! The tranquility, the ambiance and beauty of the compound is worth it! If you don't intend to explore St.Martin or just came to have some peace and quiet you'd definitely love ..."

Reviewed on 24 Nov. 2024

Simpson Bay Resort, Marina & Spa
See all 3,593 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.

Discover the most popular places to visit in Vineyard

Guana Bay Beach featuring cuddly or friendly animals, a coastal town and a sandy beach

Guana Bay Beach

Come to surf or swim in the waters of this picturesque bay away from the crowds of St. Maarten’s busier beaches.

Guana Bay Beach

Activities

Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

AU$213
Per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
At the border!

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

AU$155
Per adult
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

AU$68
Per adult
84% of travellers recommend
St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
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.