Long Island Romantic Vacations 2026

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Top Romantic vacation packages in Long Island

Price found within the past 48 hours. Click for updated prices.

Montauk Yacht Club

$776

per person

Nov 6 - Nov 8

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing.

Reviewed on Oct 4, 2026

Gurney's Montauk Resort & Seawater Spa

$950

per person

Nov 6 - Nov 9

found 4 hours ago

Roundtrip flight included

Omaha (OMA) to New York (JFK)

8.2/10 Very Good! (865 reviews)

Viana Hotel and Spa, Trademark Collection by Wyndham

$1,118

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip flight included

Kansas City (MCI) to New York (JFK)

8.8/10 Excellent! (1,039 reviews)

Ravel Hotel Trademark Collection by Wyndham

Queens

$1,283

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Hot Springs (HOT) to New York (JFK)

8.4/10 Very Good! (1,365 reviews)

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3 Night Romantic vacations in Long Island

Price found within the past 48 hours. Click for updated prices.

Montauk Yacht Club

$756

per person

Nov 6 - Nov 9

found 4 hours ago

Roundtrip flight included

Omaha (OMA) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Reviewed on Oct 4, 2026

Viana Hotel and Spa, Trademark Collection by Wyndham

$804

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to New York (JFK)

8.8/10 Excellent! (1,039 reviews)

Gurney's Montauk Resort & Seawater Spa

$950

per person

Nov 6 - Nov 9

found 4 hours ago

Roundtrip flight included

Omaha (OMA) to New York (JFK)

8.2/10 Very Good! (865 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

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4 Night Romantic vacations in Long Island

Price found within the past 48 hours. Click for updated prices.

Gurney's Montauk Resort & Seawater Spa

Save 100% on your flight

$973

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

8.2/10 Very Good! (865 reviews)

NU Hotel Brooklyn

Save 100% on your flight

$1,067

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

San Juan (SJU) to New York (JFK)

8.4/10 Very Good! (1,007 reviews)

Ravel Hotel Trademark Collection by Wyndham

Queens

$1,071

per person

Dec 11 - Dec 15

found 13 hours ago

Roundtrip flight included

Tampa (TPA) to New York (JFK)

8.4/10 Very Good! (1,365 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

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How can I find the best Long Island vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Long Island romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Long Island?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Long Island?

Put a price on love with stunning deals for duos starting at just $756. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Long Island spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Long Island?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Long Island?

To book a loved-up break in Long Island, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Long Island with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Long Island romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Long Island Hotels

Montauk Yacht Club

32 Star Island Rd Montauk NY

6 hours drive from Barclays Center Brooklyn

Spa services, a private beach, and onsite dining await visiting couples at this upscale hotel. The property also offers luxury bedding, a terrace, and a lakeside ...

8.6/10 Excellent! (1,002 reviews)

Couples like: onsite spa services, bar, on the beach

Travelers say...

"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room ..."

Reviewed on Oct 4, 2026

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

6 hours drive from Barclays Center Brooklyn

A spa, ocean-view dining, and a hot tub await couples visiting this romantic resort. The property also offers a private beach, a lobby fireplace, and a waterfront ...

Viana Hotel and Spa, Trademark Collection by Wyndham

3998 Brush Hollow Rd Westbury NY

1 hour drive from Barclays Center Brooklyn

If you and your special someone are ready for a getaway, you're sure to love the hot tub and spa at this upscale hotel. You'll also appreciate the lobby fireplace, ...

See all 8,412 properties in Long Island

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.