Sag Harbor Vacations from $1,073
Book a Hotel + Flight or Car together to unlock savings
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.
The Latest Sag Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
$1,288
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
The hotel was great! We are a family of 5 and in NYC most places wanted us to book 2 rooms. I found RIU and the price was awesome. When we arrived the staff was professional and all of them were genuinely thankful we chose to stay there. The hotel was very clean. There was a woman cleaning the lobby every time we stepped foot in it. The hotel looked super fancy as my tween girls said! Our room was great and we would stay here again! Thank you RIU staff and Expedia.
Reviewed on Aug 28, 2026
Stay near popular Sag Harbor attractions
Photo by M L
Elizabeth A. Morton National Wildlife Refuge
7.4/10 (6 reviews)
This wildlife sanctuary invites visitors to hand-feed chickadees along its serene woodland trail. Explore pristine beaches and salt marshes where migratory birds and deer roam freely year-round.
Old Whaler's Church
8.8/10 (3 reviews)
Visit a historic church to meet local community members and learn about the whaling past of this Long Island village.
Noyac Golf Club
6.4/10 (5 reviews)
This exclusive William F. Mitchell design challenges golfers with narrow fairways and strategic greens across rolling parkland. Members enjoy top-tier practice facilities and a traditional golf experience near Noyac Bay.
Havens Beach
8.4/10 (14 reviews)
Sag Harbor's only public beach offers calm bay waters and stunning views of Shelter Island. Families appreciate the playground facilities and gentle swimming conditions perfect for children.
Bay Street Theatre
8.4/10 (15 reviews)
This intimate 299-seat waterfront theater presents acclaimed plays in charming Sag Harbor. Enjoy high-quality entertainment featuring notable actors against the picturesque backdrop of the Hamptons.
Sag Harbor Whaling and Historical Museum
6.0/10 (3 reviews)
This Neo-Gothic mansion houses artifacts from Sag Harbor's prosperous whaling era. Explore maritime treasures including scrimshaw, period furnishings, and paintings that bring the village's seafaring heritage to life.
Mashashimuet Park
Established in 1908, Mashashimuet Park offers a peaceful retreat with tennis courts, baseball fields, and scenic pond views. Bring a picnic to enjoy on the manicured lawns while watching local community events unfold.
Off the Rocker
10.0/10 (1 review)
This charming specialty shop in Sag Harbor offers a curated selection of distinctive gifts and souvenirs. Browse unique items in a space that captures the artistic character of this historic whaling village.
What to do in Sag Harbor
Full Day Private Long Island Wine Tours from New York City
$189
per adult
The Hamptons and Long Island Wineries Private Tour
$1,299
per traveler
Sag Harbor Hotel Deals
Faraway Sag Harbor
31 West Water Street Sag Harbor NY
$787 nightly
$899 total
Sep 15 - Sep 16
Total with taxes and fees
Sag Harbor Inn
45 West Water Street Sag Harbor NY
$354 nightly
$404 total
Sep 20 - Sep 21
Total with taxes and fees
9.4/10 Exceptional! (662 reviews)
"Location and scenery"
Reviewed on Aug 28, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$86 nightly
$99 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
"My room smelled like urine and the lobby smelled like a wet dog. Bathroom was dim and dingy, ironing board stained, A/C vents were full of dust and didn’t work well. TV didn’t work either. How they can charge $150 for a room here is appalling. The front sign is the only thing nice about the property- ..."
Reviewed on Aug 28, 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.
Find the Best Sag Harbor Vacation Packages
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 2 miles (4 km) from the downtown area, and live out your vacation fantasies without hurting your budget.
Sag Harbor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,300 |
Max Temp Winter | 40ºF |
Max Temp Summer | 75ºF |
Top Sights | Coopers Beach, Wolffer Estates Vineyard and East Hampton Main Beach |
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Frequently asked questions
How much does a Sag Harbor vacation package cost?
You can grab a vacation package to this popular destination from $1,073 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?
January, July and August are great times to search for cheap Sag Harbor vacation packages. Traveling in less busy periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Sag Harbor?
With around 2 days, you'll have enough time to visit popular neighborhoods like East Hampton North and Wainscott Woods during your Sag Harbor vacation. Be sure to also add Sag Harbor Whaling and Historical Museum and Havens Beach to your must-do list. Searching for more adventures? Consider venturing outside of Sag Harbor on tours and day trips.
Is it worth booking a vacation package to Sag Harbor?
Sag Harbor has everything you need for a fantastic getaway — views, culture and history are just the start. Whether you want to check out attractions such as Sag Harbor Marine Park and Bay Street Theatre, or venture off the beaten track, you'll have plenty to explore on your Sag Harbor vacation.
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?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Sag Harbor.
- Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will likely be the largest expense during your trip to Sag Harbor.
- Organize your Sag Harbor getaway with Expedia's trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Sag Harbor together.
- Decide how long to go for: Now that you're more familiar with Sag Harbor, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
- Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the perfect Sag Harbor vacation package for you.
- Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the best Sag Harbor has to offer. Find all the exciting things to do in Sag Harbor with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Sag Harbor vacation packages?
Jet off on your perfect trip to Sag Harbor with our Book Now, Pay Later vacations. No need to save up or wait for payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up bargains before they disappear.
Explore a world of travel with Expedia
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- Flights from New York (JFK) to East Hampton (HTO)
- Flights from Boston (BOS) to East Hampton (HTO)
- Flights to Sag Harbor
- Flights from MacArthur
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- Flights to East Hampton
- Flights from Chicago (ORD) to East Hampton (HTO)
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- Sag Harbor Old Burying Ground
- Visit Southampton
- Sagpond Vineyards
- Old Whaler's Church
- Longhouse Reserve
- Shelter Island Vacations
- Sag Harbor State Golf Course
- Sag Harbor Whaling and Historical Museum
- Visit Sag Harbor
- Cedar Point County Park
- Channing Daughters Winery
- The Style Bar
- Bay Street Theatre
- Wolffer Estates Vineyard
- Georgica Beach
- Havens Beach
- Camp Hero State Park
- South Fork Natural History Museum and Nature Center
- Oakland Cemetery
- Shinnecock Nation Cultural Center and Museum
- Cooper's Beach
- Visit Amagansett
- Sag Harbor Marine Park
- Children's Museum of The East End
- East Hampton Main Beach
- Noyac Golf Club
- Mashashimuet Park
- Ponquogue Beach
- Off the Rocker
- Visit Hampton Bays
- Visit Montauk
- Elizabeth A. Morton National Wildlife Refuge
- Visit East Hampton
- Bridge Gardens
- Visit Hamptons
- Foster Memorial Town Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.