Sag Harbor Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.
Night Hotel Broadway

Night Hotel Broadway

Manhattan
Save 100% on your flight
CA $1,275
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,693 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
CA $1,489
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,266 reviews)
Pendry Natirar

Pendry Natirar

Save 100% on your flight
CA $2,437
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.8/10 Exceptional! (20 reviews)
One of the most beautiful hotels! The staff was incredibly accommodating. The rooms were beautiful and the amenities and spa were amazing. Highly recommend you find a reason to go!

Reviewed on Sep 29, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $5,005
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
The Wall Street Inn

The Wall Street Inn

Manhattan
Save 100% on your flight
CA $1,275
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)

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.

Ready to book your vacation to Sag Harbor?

Choose your dates

Sag Harbor Hotel Deals

Faraway Sag Harbor

Faraway Sag Harbor

31 West Water Street Sag Harbor NY
CA $582
CA $732 total
Nov 2 - Nov 3
includes taxes & fees
Faraway Sag Harbor
Sag Harbor Inn

Sag Harbor Inn

45 West Water Street Sag Harbor NY
CA $311
CA $356 total
Nov 1 - Nov 2
includes taxes & fees
Sag Harbor Inn
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
CA $111
CA $128 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Nice place !"

Reviewed on Oct 1, 2026

Pier Blue Inn Old Saybrook - Essex
See all 4,559 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.
See properties
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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A white house with a porch, surrounded by lush green trees and a pathway.

Old Whaler's Church

8.8/10 (3 reviews)
Visit a historic church to meet local community members and learn about the whaling past of this Long Island village.
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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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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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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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What to do in Sag Harbor

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $264
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 $1,817
per traveller
The Hamptons and Long Island Wineries Private Tour
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

CA $1,817
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
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 $1,275 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.