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.
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $7,343, price is now CA $3,478 per person
CA $3,478
per person
Jul 9 - Jul 13
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to New York (JFK)
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 Brooklyn Bridge
Price was CA $5,452, price is now CA $3,238 per person
CA $3,238
per person
Jun 18 - Jun 22
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Everything was wonderful, view , cleaning, service, location. 10/10
Reviewed on May 15, 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 $529 per night from Jun 7 to Jun 8
CA $529
CA $605 total
Jun 7 - Jun 8
includes taxes & fees
9.4/10 Exceptional! (613 reviews)
Nice room and view
Reviewed on May 15, 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is CA $782 per night from May 31 to Jun 1
CA $782
CA $1,072 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (781 reviews)
Stellar staff who made us feel most welcome. Loved the diversity of the team. Unforgettable scenery and experiences. We will definitely come back!
Reviewed on May 11, 2026
Montauk Manor
236 Edgemere St. Montauk NY
The price is CA $223 per night from May 19 to May 20
CA $223
CA $281 total
May 19 - May 20
includes taxes & fees
9.2/10 Wonderful! (1,346 reviews)
Clean room
Reviewed on May 15, 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 $259
per adult
Hamptons Private Day Trip from New York City
CA $1,777
per traveller
The Hamptons and Long Island Wineries Private Tour
CA $1,777
per traveller
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- Flights to Hamptons
- Flights from Toronto to Hamptons
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- 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.
