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

$645

per person

Nov 13 - Nov 15

found 18 hours ago

Roundtrip non-stop flight included

Miami (MIA) to New York (JFK)

8.6/10 Excellent! (1,004 reviews)

Gurney's Montauk Resort & Seawater Spa

$984

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) to New York (JFK)

8.2/10 Very Good! (865 reviews)

Ravel Hotel Trademark Collection by Wyndham

Queens

$931

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Austin (AUS) to New York (JFK)

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

Viana Hotel and Spa, Trademark Collection by Wyndham

$727

per person

Nov 17 - Nov 20

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to New York (JFK)

8.8/10 Excellent! (1,033 reviews)

exceptional stay at The Viana. Fast friendly check in, Excellent food and service from Ally at the Marco Polo bar and restaurant. Very nice spacious, quiet and spotlessly clean bedrooms. Wonderful friendly staff throughout the hotel. I was very impressed and will stay here again.10 out of 10!!!!

Reviewed on Oct 12, 2026

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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.

Viana Hotel and Spa, Trademark Collection by Wyndham

$727

per person

Nov 17 - Nov 20

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to New York (JFK)

8.8/10 Excellent! (1,033 reviews)

Reviewed on Oct 12, 2026

Ravel Hotel Trademark Collection by Wyndham

Queens

$971

per person

Dec 25 - Dec 28

found 1 day ago

Roundtrip flight included

Denver (DEN) to New York (JFK)

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

Gurney's Montauk Resort & Seawater Spa

$984

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) 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.

Hotel BPM - Brooklyn New York

$589

per person

Nov 12 - Nov 16

found 3 hours ago

Roundtrip flight included

Orlando (MCO) to New York (JFK)

6.8/10 (999 reviews)

I arrived at 11.53pm and waited until 1am. No one showed up. there was no one in the lobby and no answer on the phone it said to contact in case of… I went to a stationery fest (huge event) and apparently they sold our rooms to the biggest bidder, so many of us had no place to stay. i had the reservations for about 8 months in advance. I had to look for a hotel at 1am while it was raining. So unreliable that I’m surprised expedia backs this hotel. The taxi driver asked me if it was even a hotel, if i was sure. There is no sign outside the hotel, no lights at all.

Reviewed on Aug 8, 2026

Ravel Hotel Trademark Collection by Wyndham

Queens

$1,274

per person

Dec 16 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (QLA) to New York (JFK)

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

Viana Hotel and Spa, Trademark Collection by Wyndham

$864

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

San Juan (SJU) to New York (JFK)

8.8/10 Excellent! (1,033 reviews)

Reviewed on Oct 12, 2026

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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 $589. 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, ...

8.8/10 Excellent! (1,039 reviews)

Couples like: full-service spa, couples spa treatments, bar, hot tub

Travelers say...

"exceptional stay at The Viana. Fast friendly check in, Excellent food and service from Ally at the Marco Polo bar and restaurant. Very nice spacious, quiet and spotlessly clean bedrooms. Wonderful friendly staff throughout the hotel. I was very impressed and will stay here again.10 out of 10!!!!"

Reviewed on Oct 12, 2026

See all 8,403 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.