Things to do in Greenport, New York (NY): The Best Tours

Jo-Ann Perry of Vintage Tours is a native to the North Fork of Long Island. With more than 20 years in the Long Island wine industry, she now escorts small groups to some of the area's finest wineries. Not a party ride, but more of a learning and tasting experience. Pick up at local motels, Inn's, marinas, bus and LIRR stops.

Yachting adventures on the water on a variety of fully crewed sailing and powerboats.

Sommelier Tammy Natalia wants to show the world Long Island wine. Come and join Tammy on a small group day tour that visit 3 wineries with a limited amount of tastings at each. The tour includes a hot lunch at a local restaurant. She picks up at local B&B's, marinas, local homes, fairies and the LI RR. Book today and enjoy a relaxing tour that you will never forget.

With the help of Shaka Flyboarding you can harness some serious water power to experience a flight like no other. Call or text today for more info ⚓️✌ Strap onto the board, fire up a 260 hp personal watercraft with a hose attached to it and a powerful stream of water propels you 50 feet into the air. “Being on a flyboard is the closest you’ll ever get to being Iron Man,”

Feel the thrill and adventure sailing on newly built 52’ Virgin Star USCG certified for 47 passengers. Virgin Star is a large spacious trimaran offering a comfortable stable sail out to to hidden coves and bays of North and South Forks. Sailing daily from Preston’s Wharf in Greenport, NY offering daily harbor sails, Romantic sunset sails, Private Half Day and Full Day Charters.

GLORY, an environmentally-friendly vessel, has delighted adults and children alike with whisper-quiet and fume-free tours of the nooks and crannies of the Peconic Bay since 1999. GLORY takes visitors back to a bygone era with its classic lines and elegant mahogany and gold-plated trim as it glides along the bay.

Join us for the best day of summer! Allow Layla's crew to take care of your every need as we sail through the bays surrounding Greenport. Captain Liz earned her captain's license sailing in the USVI, Hawaii and even across the Atlantic Ocean. She brings this experience back to her hometown, to share her love with the sea with guests of all experience levels.

Personalized Wine Tasting Tours of Long Island`s North Fork wine region. Long Island North Fork Wine Tasting Tour Packages may include accommodations with meals for Bachelorette Parties and Birthday Parties. Day Tours by coach, party bus, mini coach bus, or limos are available with pick ups in all of the Metro New York areas, New Jersey, Connecticut or Long Island.. Prices for complete package of tastings at three wineries, lunch, and taxes start at $109 pp.( depending on amount of ppl ) A perfect day for Birthday parties, Team Building, Alumni events, Girlfriend getaway weekends and family get together's. Also now booking for North Fork Brewery Tours.

Paddle with One Love Beach on the beautiful North Fork of Long Island! You may choose to join our weekly Tuesday meet-ups or come on a weekend tour! We offer lessons for beginners, tours through the marshes and advanced clinics for racers! Come join our community of paddlers and see what the North Fork has to offer!

Nautical Dreamer is a 50' Beneteau sail boat. There are two bathrooms, kitchen, fridge, freezer, AC/Heat. and out side shower. We do 2hr, 4hr, Fullday, 2 hr Sunset and over night charters. You can sail the boat or not, this is an easy going laid back cruise. Just tell us what you want to do. Sail, swim sail some more.