Long Island Romantic Vacations 2026

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

$569

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to New York (JFK)

8.8/10 Excellent! (1,027 reviews)

Montauk Yacht Club

$905

per person

Oct 22 - Oct 25

found 3 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to New York (JFK)

8.6/10 Excellent! (1,003 reviews)

Gurney's Montauk Resort & Seawater Spa

$973

per person

Dec 3 - Dec 6

found 17 hours ago

Roundtrip flight included

Charlotte (CLT) to New York (JFK)

8.4/10 Very Good! (843 reviews)

Ravel Hotel Trademark Collection by Wyndham

Queens

$1,433

per person

Oct 27 - Nov 1

found 14 hours ago

Roundtrip non-stop flight included

Monroe (MLU) to New York (JFK)

8.4/10 Very Good! (1,337 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

View all trips

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

$554

per person

Oct 25 - Oct 28

found 13 hours ago

Roundtrip flight included

Chicago (ORD) to New York (JFK)

8.8/10 Excellent! (1,027 reviews)

Montauk Yacht Club

$905

per person

Oct 22 - Oct 25

found 3 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to New York (JFK)

8.6/10 Excellent! (1,003 reviews)

Gurney's Montauk Resort & Seawater Spa

$973

per person

Dec 3 - Dec 6

found 17 hours ago

Roundtrip flight included

Charlotte (CLT) to New York (JFK)

8.4/10 Very Good! (843 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.

Hotel BPM - Brooklyn New York

$703

per person

Nov 22 - Nov 26

found 14 hours ago

Roundtrip flight included

Omaha (OMA) to New York (JFK)

6.8/10 (1,000 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

NU Hotel Brooklyn

$787

per person

Nov 21 - Nov 25

found 20 hours ago

Roundtrip non-stop flight included

Ontario Intl. Airport (ONT) to New York (JFK)

8.4/10 Very Good! (1,006 reviews)

Everything was good!!

Reviewed on Sep 21, 2026

Viana Hotel and Spa, Trademark Collection by Wyndham

$870

per person

Dec 10 - Dec 14

found 21 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to New York (JFK)

8.8/10 Excellent! (1,027 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Long Island

View all trips

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 $554. 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

5 hours drive from Flushing Meadows-Corona Park

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

5 hours drive from Flushing Meadows-Corona Park

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

47 min drive from Flushing Meadows-Corona Park

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 8,470 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.