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.
Hudson Yards Hotel

Hudson Yards Hotel

2 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 9 - Jun. 14
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
6.6/10 (577 reviews)
Overall was a good stay. The courtyard was locked off which was disappointing but overall the room served its purpose.

Reviewed on Mar. 30, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jun. 6 - Jun. 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,010 reviews)
Such a wonderful welcome! One of the best check-in experiences - Sarah was so welcoming, gave me wine and had my bags taken up so I could go up to the roof terrace and enjoy the view! Marvelous!

Reviewed on Mar. 28, 2025

Capri

Capri

3.5 out of 5
Save 100% on your flight
per person
Jun. 20 - Jun. 25
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
6.4/10 (235 reviews)
A vibrant property which is well loved. It worked for us mid week but might be a bit loud during party season on Friday and Saturday nights. Peak season pricing always stings.

Reviewed on Aug. 30, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
May 31 - Jun. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (606 reviews)
This hotel is classic NYC and is top tier in service and quality!

Reviewed on Feb. 11, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Jun. 20 - Jun. 25
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (442 reviews)
This review is for room 113. If you have the misfortune of being assigned this room, do your best to change it. It is sandwiched between the elevator and the staff room. The noise of the elevator dinging and moving was the entire time. The banging of the staff door started at 5:30am. The view from the window is directly onto the parking lot and smoking area. So there is no privacy to open the shades or fresh air to open the windows. Positive notes, the large shower with jets, nice body products, spacious room, bar refrigerator, and nice carpet. Walking distance to restaurants, shops, and the Shelter Island ferry.

Reviewed on Mar. 17, 2025

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

Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
8.8/10 Excellent! (223 reviews)
"Nice bar area. Rooms were clean but small."

Reviewed on Mar. 30, 2025

Get rates
Baron's Cove
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is CA $303 per night from Apr. 7 to Apr. 8
CA $303
CA $346 total
includes taxes & fees
Apr 7 - Apr 8
9.4/10 Exceptional! (507 reviews)
Great place
"Great cozy stay. Very nice staff, amazing location."

Reviewed on Mar. 27, 2025

Sag Harbor Inn
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is CA $209 per night from May 5 to May 6
CA $209
CA $266 total
includes taxes & fees
May 5 - May 6
9/10 Wonderful! (1,149 reviews)
"the location is great and price is reasonable."

Reviewed on Mar. 28, 2025

Montauk Manor
See all 4,598 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sag Harbor vacation package cost?
You can grab a vacation package to this popular destination from CA $812 on Expedia. But how much your vacation to Sag Harbor costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sag Harbor?
The off-season is the best time to head to Sag Harbor if you’re on a budget. Another tip for scoring cheap Sag Harbor vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Sag Harbor?
For your Sag Harbor vacation, a few days will be enough to explore all the highlights. Make sure to check out Sag Harbor Whaling and Historical Museum — it’s one of the leading attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Sag Harbor.
Is it worth booking a vacation package to Sag Harbor?
Well known for its views, culture and history, a Sag Harbor vacation is a hit with all kinds of visitors. Be sure to check out main sights like Bay Street Theatre and Mashashimuet Park, and consider renting some wheels for day trips to experience even more.
How to find the best Sag Harbor package deals?
Start your search for a Sag Harbor package deal by entering your preferred travel dates and destination under our “Packages” tab. Then add some filters, like “Property type” and “Popular locations,” to tailor the results to your exact style. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the perfect Sag Harbor package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sag Harbor escape underway.
Is it cheaper to book a Sag Harbor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can customize your Sag Harbor trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Sag Harbor?
If you’re considering a spur-of-the-moment Sag Harbor getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Sag Harbor?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Sag Harbor.
  2. Budget wisely: Besides the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Sag Harbor.
  3. Decide how long to go away for: Now that you know more about Sag Harbor, you can work out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left is to pick a Sag Harbor vacation package that brings all your bookings together.

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.

Havens Beach

What to do in Sag Harbor

East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,869
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,869
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.