Sign up for our Newsletter
home Vacation Guide

Tour Boats

102 Main St., Greenport


Enjoy the scenery of Peconic and Gardiners bays aboard Deliverance of Greenport with Greenport’s original windjammer, Captain Dan, who has been sailing these waters since 1972. The sailboat tours accommodate small groups and there is an option for an exclusive two-hour tour with a maximum of six passengers. Reservations are required.

631-680-6199 •

1100 Manhanset Ave., Greenport

East End Charters

Sail on East End Charters’ flagship yacht Surprise for two-hour, half-day, full-day or even longer adventures on the water. Surprise is a 57-foot wooden ketch, custom built in 1967.  They offer private day charters out of Greenport, and private overnight charters throughout Eastern Long Island and New England.  Surprise can accommodate up to 6 guests for day sails,...

631-268-6528 •

103 Third Street, Greenport

East End Seaport Museum

The East End Seaport Museum offers tours of Bug Lighthouse as well as a variety of cruises to lighthouses in New York and Connecticut. An expert guides the family-friendly Bug Light Cruise & Tour experience, sharing information about its history. There is also time to explore inside the lighthouse.

631-477-2100 •

500 Beach Road, Greenport

Easterly Sailing

Experience the best of the North Fork. Immerse yourself and your friends in the adventure of sailing. Take the helm. Feel the wind. Gracefully explore the bays and lore that make the east end unique. Relax, swim and unwind in our natural beauty. Sailing from Safe Harbor-Greenport. Your adventure awaits. Easterly Sailing offers charters for...

631-495-0216 •


Fish North Fork

Let Captain Mark Melnick take you and your guests for a leisurely private three-hour tour that circumnavigates scenic Shelter Island aboard the Emily Rose, a semi-custom Judge Yachts 27 Chesapeake. There is also a plan-your-own option for a customized excursion, from a family sightseeing tour of the North Fork to a bachelorette party. Reservations are...

631-204-8150 •

102 Main St., Greenport


Glory is the only cruise vessel in New York that produces zero emissions, is virtually silent and leaves behind nothing harmful to the environment. The electric-powered boat is certified by the United States Coast Guard and offers harbor tours on Peconic Bay on weekends.

631-477-2515 •

1410 Manhanset Ave, Greenport

Layla Sailing

Layla is a Fastnet 45, built to the highest standards for ocean cruising at the respected Dutch yard of Adolf LeComte. Relax in the cushioned open cockpit while the crew serves you and your guests. This boat is all about relaxation on the open water.


500 Beach Road, Greenport

Nautical Dreamers Sailing Charters

Join Captain Ron aboard the Beneteau 50 sailing yacht Nautical Dreamer II. The boat operates from Brewer Yacht Yard in Greenport Harbor offering many sailing cruise choices, including a full day, half day, sunset cruise, lighthouse cruise, overnight or custom charter. Sit back and relax as the Nautical Dreamer II takes you around the North...

631-767-0149 •

103 Third St., Greenport

Peconic Star Express

No one gets you fishing faster! The Peconic Star Express is an all- day open boat sailing from the Railroad Dock at the foot of Third Street in  Greenport. Fully equipped with the latest safety and communication gear, fish finders, sonar, radar. They have a huge sundeck and plenty of personal comforts and conveniences.

631-875-2631 •

112 Main St., Greenport

Sea Dog Cruising

Whether you’re looking for a breakfast, lunch or dinner charter, a sunset cruise or a meeting place for a corporate function, Sea Dog Cruising offers a number of private charter options to fill the need. Charters from one Fork to another run through October with a dock-and-dine option. The company also offers a three-hour sunset...

917-991-1730 •

Yacht Kingfisher

KINGFISHER is a 50’ vintage motor yacht offering a distinctive, timeless venue for elegant, customized brunch / dinner cruises, intimate entertainment, brand immersion experiences and exquisite wedding celebrations.   Luxury excursion experiences including private chef, sommelier / wine tastings, multi-course dinners, raw bar and other customized amenities available for price quote upon request.  Charter options include 3 hours,...

5087977670 •