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.

Viana Hotel and Spa, Trademark Collection by Wyndham

$567

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to New York (JFK)

9/10 Wonderful! (1,007 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,039

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

Hartford (HFD) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Ravel Hotel Trademark Collection by Wyndham

Queens

$1,114

per person

Oct 28 - Nov 1

found 15 hours ago

Roundtrip flight included

St. George's (BDA) to New York (JFK)

8.4/10 Very Good! (1,323 reviews)

Gurney's Montauk Resort & Seawater Spa

Save 100% on your flight

$2,254

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

Hartford (HFD) to New York (JFK)

8.4/10 Very Good! (841 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

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3 Night Romantic vacations in Long Island

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

Ravel Hotel Trademark Collection by Wyndham

Queens

Save 100% on your flight

$603

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip flight included

Raleigh (RDU) to New York (JFK)

8.4/10 Very Good! (1,323 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,177

per person

Oct 1 - Oct 4

found 8 hours ago

Roundtrip non-stop flight included

Denver (DEN) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Gurney's Montauk Resort & Seawater Spa

Save 100% on your flight

$1,343

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Chicago (ORD) to New York (JFK)

8.4/10 Very Good! (841 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

View all trips

4 Night Romantic vacations in Long Island

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

Viana Hotel and Spa, Trademark Collection by Wyndham

$792

per person

Sep 22 - Sep 26

found 15 hours ago

Roundtrip non-stop flight included

Appleton (ATW) to New York (JFK)

9/10 Wonderful! (1,007 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,039

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

Hartford (HFD) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

NU Hotel Brooklyn

Save 100% on your flight

$1,105

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

8.4/10 Very Good! (1,000 reviews)

Room was ok. Lobby was set at 85 degrees. No ice machines, had to go to the front desk for ice

Reviewed on Aug 17, 2026

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.

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 $567. 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.

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 ...

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 8,520 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.