Vineyard Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

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
Default Image

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

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 NZ$395 per night from 6 Oct to 7 Oct
NZ$395
6 Oct - 7 Oct
includes taxes & fees
7.8/10 Good! (2,631 reviews)
"Great stay"

Reviewed on 30 Sept 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 NZ$216 per night from 19 Oct to 20 Oct
NZ$216
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,366 reviews)
"They need some shuttles on property to move around."

Reviewed on 1 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 NZ$205 per night from 12 Oct to 13 Oct
NZ$205
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (1,247 reviews)
"Wasn’t my first time staying at this hotel only for 1 night dis time! Cheap And available room ain’t bad close to everything! Had to be at the airport early it work out!"

Reviewed on 3 Oct 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 3,573 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.

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

Enjoy this peaceful paradise without the crowds and surf or swim in the warm Caribbean ocean.

Guana Bay Beach

Little Bay Beach

If a restful holiday is part of your travel plans, Little Bay Beach might be the perfect place to visit during your trip to Philipsburg. Amble around this romantic area's seaside and enjoy its top-notch restaurants.

Little Bay Beach

Activities

Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

NZ$186
per adult
74% of travellers recommend
Sky Explorer and Flying Dutchman
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

NZ$111
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

NZ$167
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
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.