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.
Seven Beach Lane
CA $1,295
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 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.
Ready to book your vacation to Sag Harbor?
Sag Harbor Hotel Deals
Faraway Sag Harbor
31 West Water Street Sag Harbor NY
CA $1,029
CA $1,293 total
Sep 13 - Sep 14
includes taxes & fees
9/10 Wonderful! (302 reviews)
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."
Reviewed on Aug 13, 2026
Sag Harbor Inn
45 West Water Street Sag Harbor NY
CA $514
CA $587 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (656 reviews)
"Great hotel and staff - but the internet was terrible. I could not get internet in my room, on my balcony or at the pool. I went to the lobby and it worked next to the front desk, but barely in the breakfast area beside the front desk. The staff knew about the problem. I was unable to work which ..."
Reviewed on Aug 11, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
CA $137
CA $157 total
Aug 16 - Aug 17
includes taxes & fees
8/10 Very good! (1,005 reviews)
"I visit cousins in Old Saybrook annually and Blue Pier Inn is my go to spot. It’s nothing fancy but it’s a good value and good location and I always get a good nights rest. It could use a little sprucing up but I hear the owners are doing some renovations."
Reviewed on Aug 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.
Stay near popular Sag Harbor attractions
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.
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.
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.
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.
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.
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.
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.
Oakland Cemetery
8.0/10 (1 review)
Enjoy a stop at Oakland Cemetery, a landmark worth seeing in Sag Harbor. While you're in the area, stroll along the beautiful beaches.
What to do in Sag Harbor
Full Day Private Long Island Wine Tours from New York City
CA $265
per adult
The Hamptons and Long Island Wineries Private Tour
CA $1,824
per traveller
Frequently asked questions
How much does a Sag Harbour vacation package cost?
Offering great value package deals from CA $868 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?
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
