Tours in Old Saybrook

Select Local Merchants

The US Coast Guard–licensed captains with Peconic Water Sports tow customers through the water using all of the 400 horses inside their Malibu Wakeboats' Indmar engines. Before launching from the dock in Greenport Harbor, they wield their coaching experience to train each participant in the techniques necessary to ride their selection of Liquid Force wakeboards, Connelly Marine water skis, tubes, and kneeboards. These captain-coach hybrids emphasize safety as much as technique, and each is annually certified in CPR and First Aid. Captains also conduct seasonal fishing charters through the bay or open sea, as well as sightseeing cruises along Eastern Long Island.

102 Main St.
Greenport,
NY
US

Specializing in the art of chardonnay, Chamard cultivates varietal grapes on 20 acres of gently rolling vineyards, unleashing an assortment of palate-pleasing wines. Bring a guest and relish the ambrosial aromas and mouth-uplifting flavors of chardonnay, cabernet sauvignon, pinot noir, merlot, and cabernet franc blends created with time-honored winemaking methods and state-of-the-art graping equipment. Grasp a Riedel glass and try five wines while overlooking the pond on the deck, warming up by the tasting room's fire, or hiding in one of the cellar's wine barrels. After sampling fermented grape serums, customers can activate the power of a 15% discount to purchase a bottle of wine ($12.99–$24.99) for enjoying at home or christening a new caravel.

115 Cow Hill Rd
Clinton,
CT
US

Originally built to sail around the world, the New Horizons motorsailer now spends its days providing Maine hospitality to its guests while gliding along the scenic Northeastern coast of the United States. After boarding the sailboat, groups can take in the sweeping views of the New York Harbor, the Hudson River, and past the Statue of Liberty, while sipping drinks and savoring treats such as the classic Maine lobster roll, which can be purchased on board. Seafarers may also embark on special voyages, such as Lobster Day Sail picnics. With its spacious design, semi-private upper deck, and modern sound system, the New Horizons can handle events that range from large family gatherings to old-fashioned ocean-drinking contests.

214 State Street
New London,
CT
US

The crew at Reel Mania Charters customizes fishing trips for anglers of all abilities. As tunes blast from iPods and drinks emerge from coolers, groups cast out lines and reel in fish that range from flounder and porgy to striped bass and sea bass. After a full day of fishing and watching the sun glisten off rolling waves, coolers transport fish home for eating, trophy mounting, or displaying to neighbors to prove that the ocean exists.

Niantic Bay
Niantic,
CT
US

Unquiet spirits at Whitehall Mansion Inn. The phantom ship that sails the Mystic River. The area around the village of Mystic has seen its share of hauntings since its founding in 1654. Today, ghost hunter Courtney Reardon tracks down nearly 400 years' worth of errant spirits during her Seaside Shadows haunted history tours. Mainly focused on the wraiths that occupy the community's main drag, her tours shed a light on the paranormal goings-on of one of America's oldest communities.

Downtown
Mystic,
CT
US

East Hampton lies on the far eastern coast of New York's Long Island, which boasts white sands and lush green spaces. The idyllic natural surroundings have long drawn notable out-of-towners. In 1945, husband-and-wife painters Jackson Pollock and Lee Krasner bought a wood-frame house here. Pollock used the barn as his studio. Both buildings are still standing and have been added to the National Register of Historic Places. Other historical structures of note include some holdovers from the colonial era and a handful of wooden windmills. Along Montauk's rocky coast, popular pursuits include fishing and treks to observe seals as they come ashore in colder months to warm up over hot toddies.

272 Old Montauk Hwy
Montauk,
NY
US