Vineyard Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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
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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

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
8.8/10 Excellent! (1,692 reviews)
"Truly enjoyed my stay here. Everyone was so friendly, helpful and welcoming. I didn’t want to leave. Rooms were very clean. They offer free shuttle roundtrip transfer from the airport to the resort. The location is perfect. I recommend going to the spa and getting a massage on the pier. I plan on ..."

Reviewed on 14 Jun, 2025

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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 S$350 per night from 30 Jun to 1 Jul
S$350
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (2,276 reviews)
"Everything was great but some of the staff members were very rude and at first my group thought that they were just doing it to us but turns out everyone we spoke to vacationing there said the same thing!"

Reviewed on 13 Jun, 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 S$180 per night from 24 Jun to 25 Jun
S$180
24 Jun - 25 Jun
includes taxes & fees
8.8/10 Excellent! (1,135 reviews)
"Staff was amazing! Always helpful and cheerful. The running shuttle was a great perk! The property is beautiful and the restaurants were wonderful!"

Reviewed on 13 Jun, 2025

Simpson Bay Resort, Marina & Spa
See all 3,533 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

Philipsburg Boardwalk

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

Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

S$192
per adult
80% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

S$96
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

S$140
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. 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.