Curated journey
Romantic Getaway
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.
Stop0101
Long Island · United States
Old Westbury Gardens
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 Story and in dozens of television shows including Sex and the City and The Gilded Age. The public is welcome to explore both Westbury House, furnished with priceless antiques and decorative artwork, and the grounds which include sweeping lawns, wooded paths, and some of the most beautiful formal gardens in the world. Old Westbury Gardens hosts a wide variety of events including concerts, auto shows, a Scottish cultural festival, teas and tours, family programs, and much more.
40.775°N 73.602°W
Stop0202
Long Island · United States
City Cellar Wine Bar & Grill
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 seafood are served comfortably with flat breads and sliders. A robust and satisfying abundance of wine and spirits from every corner of the world have been carefully selected for your enjoyment.
40.741°N 73.599°W
Stop0303
Long Island · United States
Oheka Castle
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 Historic Hotels of America®, the official program of the National Trust for Historic Preservation for recognizing and celebrating the finest historic hotels across America. OHEKA is recognized as one of the most prestigious wedding venues in the World, boasts 34 luxurious guestrooms and suites, and offers Historic Mansion Tours of the estate and gardens. The OHK Bar & Restaurant offers patrons a unique culinary experience.
40.829°N 73.448°W
Stop0404
Long Island · United States
Blackstone Steakhouse
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 perfect wine from our 850 bottle, award-winning winelist to complement your meal.
40.788°N 73.414°W
Stop0505
Long Island · United States
Planting Fields Arboretum State Historic Park
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 Tudor Revival mansion designed by Walker & Gillette. The interior of the house is a showcase of artistry and craftsmanship and features a distinctly American aesthetic through original ironwork commissions by Samuel Yellin and murals painted by artists Robert W. Chanler and Everett Shinn. Planting Fields is included in the National Register of Historic Places, the official list of the Nation’s historic sites worthy of preservation.
40.868°N 73.553°W
Stop0606
Northport · United States
Arlo Kitchen & Bar
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 curated with endless wood detail, luxurious banquets and custom finishings. Our Executive chef offers an exciting well rounded menu that is sure to delight every palate. The menu focuses on sourcing the finest ingredients available to create dishes that will excite diners taste buds. Arlo’s menu includes a wide range from Appetizers, Salads, Fresh Raw Bar offerings to Fresh Pastas, Wild Caught Seafood and Prime Steaks. For the wine lover’s Arlo will be your top destination. With hundreds of selections by the bottle and dozens by the glass you will be able to enjoy varieties from around the world. The cocktail program has been designed by some of the top mixologists on Long Island with a menu to impress. HOURS Monday 4:00pm - 9:00pm Tuesday CLOSED Wednesday 4:00pm - 9:00pm Thursday 4:00pm - 9:00pm Friday 4:00pm - 10:00pm Saturday 4:00pm - 10:00pm Sunday Brunch 11:30am-3pm & Dinner 4:00pm - 9:00pm
40.908°N 73.314°W
Stop0707
Long Island · United States
The Northport Hotel
The Northport Hotel is a luxury boutique hotel situated in the vibrant heart of historic downtown Northport on Long Island's Gold Coast. This newly built hotel features 26 elegantly designed rooms equipped with indulgent amenities such as heated bathroom floors and access to a private lounge. Guests can enjoy complimentary continental breakfast and a champagne amenity delivered to the room upon check-in. The hotel also boasts a 175-seat casual fine dining restaurant, making it an ideal destination for culinary experiences. Perfectly located on Main Street, it is just steps away from the harbor and the John W. Engeman Theater, offering easy access to shopping, nightlife, and art galleries.
40.901°N 73.347°W
Stop0808
Long Island · United States
The Shoppes at East Wind
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 a bite to eat at one of our delicious eateries. Enjoy our specialty events like live music on the grass and local contests. Watch for updates about our community events such as annual festivities and holiday lighting ceremonies.
40.945°N 72.821°W
Stop0909
North Fork · Long Island · United States
Macari Vineyards
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.
40.987°N 72.568°W
Stop1010
Long Island · United States
The Pridwin Hotel & Cottages
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 Bay.
41.070°N 72.375°W
Continue drifting
Glistening Getaways and Fireside Fun
4 stops
Winter is a magical time for Long Island thanks to the return of holiday events, ice skating, outdoor igloos, and much more. Bundle up for these seasonal winter activities on Long Island that will keep you warm, dry, and full of cheer!
Foodie Tour
7 stops
Long Island is known for its food from bagels and pizza to downtowns lined with restaurants. Choose your flavor at our favorite foodie spots with unique offerings, signature dishes and beautiful views.
Fall Family Fun
16 stops
Spend a weekend or mid-week trip on the North Fork! Visit a variety of farms for apple, berry, and pumpkin picking as well as a host of other family-friendly attractions including corn mazes and hayrides. While you’re here, you’ll want to swing by some of Wine Country’s award-winning vineyards and scenic waterfront restaurants. As you make your way back west, stop at Adventureland and White Post Farms for priceless memories and loads of excitement. Whatever you do, don’t forget to grab an apple cider donut!
A Family Adventure
15 stops
Explore Long Island with an array of family-friendly activities from animal encounters to high-speed sports to children's museums. The entire family will make memories to last a lifetime with unique experiences and both indoor and outdoor fun. Check out our four-day itinerary for must-see places to go when traveling with your family.