Romantic Getaway

3 Days

With charming New-England style villages, breathtaking beachfronts, floral oases, and centuries-old historic sites, Long Island is an ideal destination to celebrate love.  Whether you're planning a date night to remember, saying "I do", or searching for a romantic escape, the region has the perfect trip for every mood and every occasion in every season. Discover Long Island’s many swoon-worthy accommodations, restaurants and experiences to plan your next romantic getaway.


Day 1

  • 71 Old Westbury Road
  • (516) 333-0048

This elegant estate, which features a 23-room English manor house and traditional, formal gardens sprawling over 200 acres, was the home of John S. Phipps and his wife, Margarita Grace Phipps, in 1906. The spectacular estate has been featured in over 25 movies including North by Northwest and Love…

  • 1080 Corporate drive
  • (516) 693-5400

City Celler is defining the exciting new cuisine known as American Modern. Our take on this breaking new culinary development is diverse, ranging from fresh approaches to everything from comfort food to gourmet dishes, with surprising combinations of tastes, textures and colors. Steaks and fresh…

  • 135 West Gate Drive
  • (631) 659-1400

A breathtakingly beautiful historic mansion located on the famed Gold Coast of Long Island between New York City and The Hamptons. At OHEKA CASTLE guests will discover a World of charming luxury and European ambiance. OHEKA is listed on the National Register of Historic Places and a member of…

  • 1899 Park Boulevard
  • (516) 684-9106

At The Union, we believe that food has the power to bring people together. That's why we've created a menu that unites flavors from all over the world, with dishes that are both familiar and exciting. Whether you’re in the mood for a classic burger, a wood-fired pizza, or a meticulously-crafted…

Day 2

  • 10 Pinelawn Road
  • (631) 271-7780

Our menu is truly unique, combining tantalizing steakhouse classics with amazing sushi and seafood creations. In addition to serving the finest prime dry-aged and Kobe beef, we have our own authentic sushi chef and a fabulous sushi and raw seafood bar. Plus, our sommelier can help you select the…

  • 1395 Planting Fields Road
  • (516) 922-8478

Located in Oyster Bay, New York and originally landscaped by the Olmsted Brothers, Planting Fields features 409 acres of greenhouses, rolling lawns, formal gardens, woodland paths and outstanding plant collections. The original historic estate buildings remain intact including Coe Hall, a 65-room…

  • 1036 Fort Salonga Road
  • (631) 491-2756

Located on the Gold Coast of Long Island, nestled into a hilltop which sits on 2 acres of lush forest like property. Designed by The Standard Hospitality Group, Arlo offers a Multi-level dining experience with an open kitchen, two bars and a magnificent outdoor patio. Every detail was carefully…

  • 225 Main Street
  • (631) 628-7000

The Northport Hotel is a luxury boutique hotel located in the heart of historic downtown Northport on Long Island's Gold Coast. The hotel has 26 stylish rooms with indulgent amenities, including heated bathroom floors, luxury bathroom amenities, private lounge access, complimentary continental…

Day 3

  • 5768 Rte. 25 A
  • (631) 929-3500 x 708

The Shoppes at East Wind are a welcoming destination, perfect for a daytrip or a weekend get-away. Take a stroll along our brick paved walkways and visit our unique specialty shops. Take a ride on the Grand Carousel. Browse local artisans, wine shops, family fashions, fine jewelry and more! Or grab…

  • 150 Bergen Avenue
  • (631) 298-0100

Visit the Macari Estate, set in the heart of Long Island Wine Country, and experience our informative wine presentation in our contemporary tasting room, or if you prefer, enjoy the serenity of Macari Vineyards as you sip our wines on our covered deck set amid 180 acres of vines.

  • 28080 Main Rd
  • 6468531515

From the heart of the North Fork of New York by a Chocolatier like no other... Ursula XVII is a passionate chocolatier who has trained with world renowned pastry chefs while working at several Michelin starred restaurants and shops in Europe and the United States. From the time she was a little girl…

  • 81 Shore Road
  • (844) 200-5001

The Pridwin Hotel and Cottages is a classic American resort hotel that has been providing guests a unique experience on Shelter Island since 1927. The nearly 10-acre site on Crescent Beach was selected for its protected waters, gentle bay breezes, and for its breathtaking water views of the Peconic…