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.
Hotel AKA NoMad

Hotel AKA NoMad

Manhattan
Save 100% on your flight
CA $1,560
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Wife & friends stayed for harry styles. Many issues. Tv didn’t work, bathtub stopped up. Staff frazzled. Great location but marginal property

Reviewed on Sep 23, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
Save 100% on your flight
CA $2,285
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (702 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $2,389
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
LGA AIRPORT

LGA AIRPORT

Queens
Save 100% on your flight
CA $3,276
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on Dec 24, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $2,704
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,950 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.

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Sag Harbor Hotel Deals

Faraway Sag Harbor

Faraway Sag Harbor

31 West Water Street Sag Harbor NY
CA $596
CA $750 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (308 reviews)
"Poor"

Reviewed on Sep 15, 2026

Faraway Sag Harbor
Sag Harbor Inn

Sag Harbor Inn

45 West Water Street Sag Harbor NY
CA $457
CA $522 total
Oct 4 - Oct 5
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 $115
CA $132 total
Sep 30 - Oct 1
includes taxes & fees
8/10 Very good! (1,006 reviews)
"The person checking us in was very pleasant and helpful. The rooms were clean and well kept, noise level was low and not disturbing. Price was very reasonable."

Reviewed on Sep 24, 2026

Pier Blue Inn Old Saybrook - Essex
See all 4,560 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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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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Mashashimuet Park

Mashashimuet 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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What to do in Sag Harbor

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 $1,817
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 $1,560 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.