Sag Harbor Vacation Packages

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Your Sag Harbor Vacation

Say farewell to planning hassles and hello to a Sag Harbor vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Village of Southampton, which is great for history, coastal beaches and culture. Wolffer Estates Vineyard, Sag Harbor Marine Park and LongHouse Reserve are just a few of the sights you'll want to explore during your trip to Sag Harbor. Don't delay exploring this city any longer. The perfect Sag Harbor vacation is just a few clicks away with Expedia.

Top Sag Harbor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sound View Greenport

Sound View Greenport

CA $1,331
per person
Nov 14 - Nov 21
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (698 reviews)
I booked thru Expedia but never checked in because you were SOLD OUzt! Expedia has a problem to fix!

Reviewed on Sep 2, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,367
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,334 reviews)
Hotel Beacon

Hotel Beacon

Manhattan
CA $1,798
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,511 reviews)
Seven Beach Lane

Seven Beach Lane

CA $1,587
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (33 reviews)
A great experience all around. The property, the rooms, and the super friendly staff made for a great stay. L

Reviewed on Sep 3, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,168
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,013 reviews)
Absolutely beautiful😍

Reviewed on Sep 2, 2026

Sag Harbor Beach Vacation

Listen to the sound of waves breaking onto the shore and look out over the sparkling waters during your Sag Harbor vacation. If you're in need of some time out, a trip to Sag Harbor will do wonders. We have plenty of Sag Harbor packages to choose from. Lock in one near Havens Beach, just 3 kilometres from the downtown area, and live out your vacation fantasies without hurting your budget.

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Sag Harbor Hotel Deals

Faraway Sag Harbor

Faraway Sag Harbor

31 West Water Street Sag Harbor NY
CA $754
CA $947 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (306 reviews)
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful ..."

Reviewed on Sep 2, 2026

Faraway Sag Harbor
Sag Harbor Inn

Sag Harbor Inn

45 West Water Street Sag Harbor NY
CA $383
CA $437 total
Oct 4 - Oct 5
includes taxes & fees
9.4/10 Exceptional! (662 reviews)
"Location and scenery"

Reviewed on Aug 28, 2026

Sag Harbor Inn
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
CA $324
CA $410 total
Oct 1 - Oct 2
includes taxes & fees
8.4/10 Very good! (712 reviews)
"I booked thru Expedia but never checked in because you were SOLD OUzt! Expedia has a problem to fix!"

Reviewed on Sep 2, 2026

Sound View Greenport
See all 4,625 properties in Sag Harbor
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.

Stay near popular Sag Harbor attractions

A harbor with several sailing ships and a mountainous landscape in the background.

Sag Harbor Marine Park

8.8/10 (20 reviews)
Sag Harbor Marine Park is just one of the places to see in Sag Harbor, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beautiful beaches.
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A bird perched on a hand holding seeds.
Photo by M L

Elizabeth A. Morton National Wildlife Refuge

7.4/10 (6 reviews)
Explore the great outdoors at Elizabeth A. Morton National Wildlife Refuge, a lovely green space in Noyack. While you're in the area, stroll along the beautiful beaches.
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A long, narrow waterway with wooden posts and ropes, surrounded by calm turquoise waters and a clear blue sky.
Photo by Lubin Dinnie

Foster Memorial Town Beach

Why not spend a carefree afternoon at Foster Memorial Town Beach during your travels in Noyack? Wander the waterfront and parks while you're in the area.
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Noyac Golf Club

6.4/10 (5 reviews)
Enjoy a round of golf in Noyack at Noyac Golf Club. While you're in the area, stroll along the beautiful beaches.
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Havens Beach

8.4/10 (14 reviews)
If a restful vacation is part of your travel plans, Havens Beach might be the perfect place to seek out during your trip to Sag Harbor. While you're in the area, stroll along the waterfront.
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Bay Street Theatre

8.4/10 (15 reviews)
You can get tickets for a performance at Bay Street Theatre during your trip to Sag Harbor. While you're in the area, stroll along the beautiful beaches.
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Sag Harbor Whaling and Historical Museum

6.0/10 (3 reviews)
You can spend time studying the exhibits at Sag Harbor Whaling and Historical Museum in Sag Harbor. While you're in the area, stroll along the beautiful beaches.
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Eastville Heritage House

You can learn about the history of Sag Harbor with a visit to Eastville Heritage House. While you're in the area, stroll along the waterfront.
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What to do in Sag Harbor

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

CA $242
per adult
Sunday Brunch Sail in Greenport
great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $262
per adult
Full Day Private Long Island Wine Tours from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,797
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor

Frequently asked questions

How much does a Sag Harbour vacation package cost?
Offering great value package deals from CA $1,331 on Expedia, you'll be pleasantly surprised at how much a vacation to Sag Harbour costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sag Harbour?
Plan your trip for the off-peak season and you're likely to get cheap Sag Harbour vacation packages. Bear in mind that public holidays and local events and festivals can impact prices, so do some research before booking.
How many days is enough for Sag Harbour?
Allow around 2 days for your Sag Harbour vacation to discover everything that makes this destination special. Explore key neighbourhoods, including East Hampton North and Wainscott Woods. Then head to the top attractions such as Elizabeth A. Morton National Wildlife Refuge and Three Mile Harbour. With a good itinerary, you can keep busy with room for some me-time too. Want to venture beyond Sag Harbour? Consider fitting in a day trip or two.
Is it worth booking a vacation package to Sag Harbour?
Whether you'd like to check out key attractions such as Bay Street Theatre and Mashashimuet Park on your Sag Harbour vacation, or coming for its great views, culture and history, there's something for everyone here. With so many things to do, you'll soon find out why so many families think Sag Harbour is a good vacation destination.
How to find the best Sag Harbour package deals?
Use Expedia's filters to help you find some great Sag Harbour package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Sag Harbour package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sag Harbour vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Sag Harbour vacation by choosing your favourite accommodation type, airline and car class.
How to plan a trip to Sag Harbour?
  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Sag Harbour.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your hotel will likely be the biggest expense during your trip to Sag Harbour.
  3. Decide how long to go away for: Now that you're more familiar with Sag Harbour, you can work out the right length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Sag Harbour vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.