Destination Montauk: A Seaside Gem for Cruising Enthusiasts

Montauk's iconic lighthouse, world-class fishing and stunning beaches are the start of an unforgettable cruising experience.
Montauk, New York
Montauk, New York—a rock’s throw from Block Island, Rhode Island—is a boating oasis on the Atlantic. littleny/adobe.stock

It’s easy to see why Montauk is a popular port of call for cruising enthusiasts each summer. This waypoint’s stunning Atlantic Ocean views, exceptional fishing, lovely beaches and relaxed vibe combine for a great start to any stop at the charming town known as “The End.”

Attractions

President George Washington commissioned the iconic Montauk Point Lighthouse in 1792 as one of the United States’ first public-works projects. The 111-foot-tall lighthouse stands at the easternmost tip of Long Island, hence Montauk’s nickname of “The End.” Learn about the history of this National Historic Landmark in the museum at the base of the lighthouse. It’s worth the climb up the 137 steps to the top to see the newly restored Fresnel lens as well as the breathtaking 360-degree views.

The largest fishing port in New York state, Montauk is a magnet for sport fishing, especially between May and October, and during the spring and fall runs. Striped bass is considered the top prize, but the bountiful waters are also home to marlin, tuna, sharks, bluefish, cod, flounder and other species. There is a wealth of fishing charters available, and Montauk is known as the surf-casting capital of the world. North Bar in Montauk Point State Park as well as the area known as the North Side are considered prime spots.

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If you favor a surfboard over surf-casting, head to Ditch Plains Beach for some of the East Coast’s best surfing. However, only locals can park there, so visitors typically park at nearby Shadmoor State Park, where the sweeping views from the bluff, especially at sunrise, are considered among the most beautiful in Montauk. Hither Hills State Park is popular among younger families, thanks to its 2-mile-long sandy beach, ample parking, lifeguard on duty, and bathhouse and playground nearby.

Dining Scene

Start the day at Naturally Good Foods and Cafe, known for its healthy and organic breakfast and lunch fare, as well as its smoothies. For a casual lunch or dinner, grab a table on the patio or lawn at Inlet Seafood for fantastic views (especially at sunset), and seafood and sushi fresh off the boats of the six fishermen who own the restaurant. This bustling venue doesn’t take reservations, so enjoy a cocktail and the occasional live music while waiting to order such popular fare as tuna tartare and lobster sushi. The enticing menu at Harvest on Fort Pond draws from local seafood and homegrown produce, with dishes including grilled pizza, pasta, steak and seafood. You can reserve an inside table a week ahead of time, while outside tables are walk-up only. Wrap up the day as many locals do with a sundowner at The Montauket, a beloved institution since the 1920s, known as “The Hill” due to its elevated perch for watching the sunset over Gardiner’s Island and Fort Pond Bay.