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.

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.

Find hotels 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$555 per night from 3 Aug to 4 Aug
AU$555
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (2,256 reviews)
"My sister and I stayed to celebrate my birthday. The hotel was very nice, the property was clean, the staff was friendly and we enjoyed the location the hotel was and everything that was nearby by. We stayed for four days and we were not able to get our room cleaned which was really disappointing. ..."

Reviewed on 4 July 2026

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 Lowlands
The price is AU$760 per night from 13 July to 14 July
AU$760
13 July - 14 July
includes taxes & fees
8/10 Very good! (2,999 reviews)
"I absolutely love how everyone is as helpful and it felt like family. The food was delicious and all recommendations for tour around the island were 10/10 definitely recommend and we can’t wait until our next visit"

Reviewed on 5 July 2026

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$378 per night from 4 Aug to 5 Aug
AU$378
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (1,856 reviews)
"It wasn’t bad stay but will not stay here again. Started with a sales agent, Nick/Sergio, not completing my room upgrade, then another agent took over, Lyssette, but wasn’t able to book my upgrade, she tried hard. She was able to upgrade me to bigger room at first and then half way through the stay ..."

Reviewed on 5 July 2026

Simpson Bay Resort, Marina & Spa
See all 3,603 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
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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.

Activities

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

AU$91
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

AU$118
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

AU$188
per adult
86% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
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.