Explore Greenport’s Best Boat Tours and Cruises

Set sail and explore the scenic waters of Greenport, New York. Known for its charming coastal views and historic landmarks, Greenport offers a variety of boat tours and cruises that promise unforgettable experiences. Let’s dive into the best Greenport maritime adventures, perfect for both locals and tourists. Ready to explore?

East End Seaport Museum

Before or after your boat tour, visit the East End Seaport Museum. It provides insights into Greenport’s maritime heritage—a great addition to your boating adventure.

Through their stewardship of Bug Lighthouse, the museum preserves and celebrates the maritime heritage of Long Island by organizing exhibits, educational programs, and events like the Maritime Festival. Visiting the East End Seaport Museum will enhance your experience sailing beyond Greenport’s harbor.

Coastal Tour Companies in New York

Here, you’ll find specific companies in Greenport that offer boat tours and cruises that take place during different times of the day. Whether you decide to journey across the water on a morning sail or a sunset sail, you’ll be given the special opportunity to admire Greenport from a matchless perspective.

Layla Sailing

Morning Sail

Duration: 2.5 hours
Rates: $850 + Tip
Max occupancy: No more than 6 passengers

Afternoon Sail

Duration: 3 hours
Rates: $950 + Tip
Max occupancy: No more than 6 passengers

Sunset Sail

Duration: 2 hours
Rates: $750 + Tip
Max occupancy: No more than 6 passengers

Layla Sailing offers tours led by a captain trained in the art of sailing. The captain will select the best route for you based on the tide and wind conditions. While morning, afternoon, and evening reservations are available, the Greenport sunset cruise is particularly popular among visitors.

Bug Light Cruise and Tour

Duration: Approx. 2 hours

Rates: General $65, Child $25, Military/Senior/Member $58.50

Check-in time: 4:30 p.m.

The aforementioned East End Seaport Museum also allows tourists to register for a tour that takes you inside an authentic offshore lighthouse in the harbor of Portland, Maine. Bring a cooler full of snacks and purchase your Bug Light Cruise swag to prepare for the top Greenport lighthouse cruise on the East Coast.

Peconic Star Fleet

Duration: Approx. 4 hours

Rates: Adult $125, Senior/Active Military $110

Check-in time: 20 minutes before departure

Cast a line on one of Greenport’s most famed fishing charters, Peconic Star Fleet. A fair amount of porgies, sea bass, fluke, weakfish, and blowfish are scattered throughout the bay. Rods, bait, and tackle are provided for guests to test their luck at a catch. For those in it for the long haul, Peconic Star Fleet also offers full-day sails that last over seven hours.

East End Charters

Private Charters

Duration: Times vary
Rates: 1,800 - 3,900
Max occupancy: 1 to 32 passengers

Public Schooner Sails

Duration: 2 hours
Rates: $95 per person
Max occupancy: Up to 6 passengers

East End Charters provides private boat tours tailored to your preferences. Explore Greenport’s waters with your own personalized itinerary—great for couples, families, and groups. There are also overnight charters aboard Bonnie Lynn available.

Cross Sound Ferry Lighthouse Cruises

Duration: Approx. 2 hours

Rates: Adults $34, Children (ages 2 to 11) $17, Infants (under 2 years of age) Free

Check-in time: 30 minutes before departure

Visitors interested in exploring Greenport’s neighbor, New London, Connecticut, are recommended to experience a sailing adventure through Cross Sound Cruises.

Cross Sound Cruises additionally offers tours around Orient Point Lighthouse. This cruise highlights its historical significance, as the landmark is the focal point of the tour. Depending on the selected cruise, the captain will navigate east to Rhode Island and pass by several sites that are a part of New London’s maritime history.

GLORY Harbor Tours

Duration: 45 minutes

Rates: Adults $35, Children $25

Max occupancy: Up to 10 passengers

Peconic Bay serves as the setting for a GLORY Harbor Tour in Greenport Harbor. These tours emphasize the importance of “green” practices and clean energy, specifically about their boat, GLORY. Notably so, Greenport Electric Launch Co has developed the only “green,” zero-emission vessel in New York.

Harbor Lights and Sights Cruise

Duration: 1 hour and 45 minutes

Rates: $48.00 per adult

Max occupancy: Up to 80 passengers per group

Drift across the waters surrounding historic lighthouses, Civil War-era forts, and lobster boats bobbing in the sea as you experience the scenic side of Greenport. You’ll have the opportunity to pass by fascinating sites, including Maine’s oldest lighthouse which was commissioned by George Washington. The cruise ship features an onboard snack bar and bar for all passengers to access.

Explore the Best Boat Tours and Cruises in Greenport