Best proposal spots in New York and Long Island

Thinking of proposing to that special someone but unsure how or where? Here’s a list of the most romantic spots in New York City and Long Island that’d make the perfect backdrop for popping the big question.

1. CENTRAL PARK
This setting would be perfect for any season. In springtime, tulips, spring bulbs, and crab apple trees are in full bloom. Pick your partner some wildflowers and take a nice stroll through the Central Park Conservatory Garden. In summer, take your partner on a picnic, fly a kite together, toss the Frisbee, and enjoy a fun-loving proposal in the sun. In autumn, all the leaves are changing colors, and in winter, the park is covered in snow. Central Park is a perfect proposal spot, any time of year!

2. THE BROOKLYN BRIDGE
What better place to merge two lives than on a bridge that arches over the East River to connect two boroughs? Make a reservation for a restaurant on the other end and suggest taking a walk. Time the proposal to take place just before sunset when you reach the halfway point. You still have the other half of the stroll to enjoy the first precious moments of your engagement together before you reach your destination.

3. EMPIRE STATE BUILDING
The Empire State Building Observatory has a 360-degree view of the City, so why not pop the question while on top of the world? The trickiest part of popping the question here is the timing. For a more private setting, not to mention shorter lines, head up between midnight and 1 a.m. or first thing in the morning (it opens at 8 a.m.). From 9 p.m. to 1 a.m. on Thursday through Saturday, a saxophonist sets the mood with an evening serenade. What better way to propose!

4. CRUISE ON THE HARBOR
Imagine sailing along the Hudson with stunning views of the Manhattan skyline and the Statue of Liberty, when you pop the question as the sun sets. Fellow passengers may take part in congratulating you on your special moment. But if you’d prefer a more intimate proposal, you can even reserve a private charter for the two of you.

5. ROOF GARDEN AT THE MET
This is a perfect proposal spot for all art lovers. On the rooftop of the Metropolitan Museum of Art, you'll find a charming garden, bar, and gorgeous views of Central Park, especially at sunset. Stroll hand in hand through the galleries before heading up for a drink and your special moment.

6. 620 LOFT & GARDEN AT ROCKEFELLER CENTER
Invite your partner to your own private rooftop oasis. This loft has a small English garden overlooking Fifth Avenue and Saint Patrick’s Cathedral. You can even rent the space to pop the question and have friends and family show up after for a surprise engagement party.

7. CONEY ISLAND
For a fun proposal, head to Coney Island, with its lively boardwalk and beach, Nathan's hot dogs, and historic amusement park. Take a ride on the Wonder Wheel at moonlight and propose at the top.

8. TIMES SQUARE
Why not propose in the heart of the city, surrounded by thousands of flashing lights? You can also rent screen space by contacting the Times Square Advertising Coalition so you can pop the question on the big screen.

9. GRAND CENTRAL TERMINAL
For a timeless proposal, take your partner to Grand Central Terminal. Wander through the Grand Central Market downstairs, share a pastry and admire the elegant architecture. Take a visit to the Whispering Wall to exchange secrets with your lover. Pop the question atop the grand staircase as people meander below.

10. SANDS POINT RESERVE
Located on the North Shore of Long Island, about 20 miles outside of NYC, Sands Point Reserve is popular due to their large woods, grounds, and shorelines. Castle Gould, Hempstead House, and Falaise are three stunning castles/mansions that are the embodiment of the Gold Coast 1920s period. Take a walk on the beach to propose then explore the castles/mansions together.

11. OHEKA CASTLE
Another monument to the Gold Coast of the North Shore is the Oheka Castle. Filled with beautiful scenery, grounds, and, of course, the castle itself, you can visit for the day, book a romantic dinner for two, or plan a weekend getaway and live like royalty.

12. OLD WESTBURY GARDENS
Another ode to the Gold Coast of the North Shore, The Old Westbury Gardens House is the former home to John S. Phipps, heir of the US Steel fortune. Most notable, the Westbury House was the inspiration and setting for the movie, “The Great Gatsby”. Surrounded by 200 acres of formal gardens, landscaped grounds, woodlands, ponds, and lakes, you’ll be sure to find just the right place to propose.

13. FIRE ISLAND LIGHTHOUSE & ROBERT MOSES BEACH
Originally built in 1858, the Fire Island Lighthouse stands tall at 168 feet, located southeast of the Long Island coast. This lighthouse is on active duty and aids in navigation, controlled by Fire Island Lighthouse Preservation Society that restored it in 1982. You can visit Robert Moses State Park Beach and then walk along the trail to the
lighthouse, climb 180-steps and propose at the top with the surrounding panoramic ocean and land view.

14. MONTAUK POINT LIGHTHOUSE & MONTAUK POINT STATE PARK Montauk Point Lighthouse is the first and oldest lighthouse in New York, which was completed in 1796. There are plenty areas for fishing, trails, swimming, and restaurants– great for a whole day of activities with your loved one.

15. LONG ISLAND WINE COUNTRY
The North Fork of Long Island is full of wineries and vineyards. Take your partner on a wine tour and meander through the vineyard before picking the perfect moment to propose.

With any proposal, remember to keep your partner’s style and preference in mind, have fun, be genuine, and you’ll be sure to get your yes! For the perfect engagement and wedding rings, be sure to shop at Squires Fine Jewelers.

For nearly 40 years, Squires Jewelers has curated a selection of the most extraordinarily beautiful gemstones to serve as the focal point of incredible rings. A ring from Squires Jewelers will capture the unique essence of your love story and will artfully symbolize your mutual devotion.

The engagement ring allows you to say everything without uttering a single syllable. A custom piece will ensure the message you are sending is that of love, commitment, and happiness. Additionally, if you do not desire a custom piece, we have plenty of other beautiful rings and options. 

Mark Cohen