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.
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was CA $4,208, price is now CA $2,338 per person
CA $2,338
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,555 reviews)
Could not get wifi to work. There was only coffee in the room, not tea options. The floor was very loud with slammed doors and people talking at all hours of the evening and morning.
Reviewed on Jun 10, 2026
1 Hotel Brooklyn Bridge
Price was CA $5,671, price is now CA $3,491 per person
CA $3,491
per person
Aug 1 - Aug 6
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,007 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $5,794, price is now CA $3,740 per person
CA $3,740
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,880, price is now CA $2,533 per person
CA $2,533
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Great hotel, great location
Reviewed on Jun 4, 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.
Sag Harbor Hotel Deals
Sag Harbor Inn
45 West Water Street Sag Harbor NY
The price is CA $640 per night from Jul 6 to Jul 7
CA $640
CA $731 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (623 reviews)
"Totally legit mgmt. Thoughtful and concerned. Makes traveling pleasure."
Reviewed on Jun 5, 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is CA $1,390 per night from Jul 12 to Jul 13
CA $1,390
CA $1,905 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very Good! (794 reviews)
"Great location, excellent facilities. Staff very mixed - some incredible and some terrible. Cumulative number of issues but dealt with by a member of the management team after getting fed up of a number of things, Including: Dog mess left for > 24 hours after reporting it. Staff member laughed and ..."
Reviewed on Jun 9, 2026
Offshore Montauk
71 S Emerson Ave Montauk NY
The price is CA $413 per night from Jun 25 to Jun 26
CA $413
CA $631 total
Jun 25 - Jun 26
includes taxes & fees
9.4/10 Exceptional! (135 reviews)
"Great experience!"
Reviewed on May 30, 2026
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.
Discover the most popular places to visit in Sag Harbor
Havens Beach
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.
What to do in Sag Harbor
Full Day Private Long Island Wine Tours from New York City
CA $262
per adult
Hamptons Private Day Trip from New York City
CA $1,798
per traveller
The Hamptons and Long Island Wineries Private Tour
CA $1,798
per traveller
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- Flights to Hamptons
- Flights from Toronto to Hamptons
- Flights from North Haven
- Flights from Bridgehampton
- Flights from Atlanta (ATL) to East Hampton (HTO)
- Flights from Buffalo (BUF) to East Hampton (HTO)
- Flights from Chattanooga (CHA) to East Hampton (HTO)
- Flights from Washington (DCA) to East Hampton (HTO)
- Flights from Dallas (DFW) to East Hampton (HTO)
- Flights from Great Barrington (GBR) to East Hampton (HTO)
- Flights from New London (GON) to East Hampton (HTO)
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- Flights from Las Vegas (LAS) to East Hampton (HTO)
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- Flights from London (LON) to East Hampton (HTO)
- Flights from Orlando (MCO) to East Hampton (HTO)
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- Flights from Fort Myers (RSW) to East Hampton (HTO)
- Flights from San Francisco (SFO) to East Hampton (HTO)
- Flights from Edmonton (YEA) to East Hampton (HTO)
- Flights from Toronto (YYZ) to New York (NYC)
- Bedell Cellars
- Visit Bridgehampton
- Castello di Borghese / Hargrave Vineyard
- Cooper's Beach
- East Hampton Main Beach
- East Hampton Vacations
- First United Methodist Church
- Georgica Beach
- Hampton Bays Vacations
- Hamptons Vacations
- Visit Hamptons
- Havens Beach
- Hither Hills State Park
- Hither Woods Preserve
- Kontokosta Winery
- Longhouse Reserve
- Martha Clara Vineyards
- Montauk Vacations
- Napeague State Park
- Visit North Haven
- North Main Street Historic District
- Old Hook Mill
- Orient Vacations
- Parrish Art Museum
- Pindar Vineyards
- Pollock-Krasner House and Study Center
- Ponquogue Beach
- Visit Bay Point
- Shadmoor State Park
- Shelter Island Heights Vacations
- Shinnecock Nation Cultural Center and Museum
- Southampton Arts Center
- Southampton Vacations
- Visit Wainscott Woods
- Wolffer Estates Vineyard
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
