Vineyard Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Where to stay in Vineyard

Find the best Vineyard areas and neighborhoods for the activities you enjoy most. Learn more about Vineyard
Philipsburg St Maarten panoramic cityscape.

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.

Find hotels in Downtown Philipsburg

Top hotels in Vineyard

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 S$488 per night from 7 Jun to 8 Jun
S$488
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (2,136 reviews)
Highly recommend staying at The Morgan. The staff are always happy to help, the views will exceed your expectations. Would absolutely come back.

Reviewed on 10 May, 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 S$542 per night from 24 May to 25 May
S$542
24 May - 25 May
includes taxes & fees
8/10 Very Good! (2,958 reviews)
Very poor costumer services

Reviewed on 10 May, 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 S$351 per night from 25 May to 26 May
S$351
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,721 reviews)
Everyone on the resort was so welcoming and helpful. Would highly recommend

Reviewed on 10 May, 2026

Simpson Bay Resort, Marina & Spa
See all 3,597 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

Captain Hodge Pier in Philipsburg, Saint Martin, Caribbean

Philipsburg Boardwalk

Philipsburg Boardwalk 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 area's beaches or simply enjoy its restaurants.

Philipsburg Boardwalk

Things to do

Lambada Sail to Prickly Pear Cays with Lunch

Lambada Sail to Prickly Pear Cays with Lunch

S$172
per adult
94% of travellers recommend
Lambada Sail to Prickly Pear Cays with Lunch
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

S$83
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Anguilla - Discovery Speed Boat tour

Anguilla - Discovery Speed Boat tour

S$189
per adult
100% of travellers recommend
Anguilla - Discovery Speed Boat tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.