Water Activities in Sag Harbor, NY

Sail San Diego at sunset on a private 3-hour cruise

Sail privately in San Diego Bay with drinks and snacks included

Fish for blackfish with bait, tackle, and catch cleaning included

Drift over reef structure in search of blackfish

Combine fishing with panoramic views from the flybridge

Find your fit with kayak options for new and experienced paddlers

Find your fit with beginner and intermediate paddleboards

Build your paddling confidence with one-on-one attention

Raise the sails or simply relax on a private day afloat

Sail at your own pace, with room to explore or simply unwind

Unwind on deck with paddle boards and pool toys on hand

Relax on a private sail with onboard comforts

A spacious deck for cruising and watersports

3-hour sunset sail on a 40-foot boat with drinks and snacks included

Fish from an extra-wide platform built for added stability

Settle into a full day on the water

Learn fishing techniques from an experienced crew

Get out on the water with kayaks focused on accessibility and ease of use

Get out on the water with a board suited to beginner or intermediate paddling

Pair a romantic evening on the water with hands-on sailing

Lend a hand with the sails or simply relax as evening unfolds

Take the controls and ride beyond Montauk's jetty

Take the family out for a cruise on Lake Montauk

Cast a line from a two-time Montauk shark tournament winner