The Ultimate Summer Bucket List: 53 Nautical Destinations To Visit This Summer

with No Comments

Calling all nautical seafaring adventurers, do we have a treat for you! With National Lighthouse Day right around the corner on August 7th, the time is NOW to start checking things off your summer bucket list. The air is getting hotter and a day at sea is the best way to cool down, which means it’s time to set sail with a purpose!

Whether you’re out on the East Coast or down in Miami, there are so many sights to see, boardwalks to dock at and lighthouses to admire from both up close and afar. Grab a group of friends, rent your favorite Sailo boat rentals and start your own nautical adventure! With a treasure map in your pocket and Sailo’s all-inclusive bucket list at your disposal, you’ve got everything you need for a #summertoremember!



NYC Lighthouses

☐ Jeffrey’s Hook Lighthouse AKA The Little Red Lighthouse – located under the George Washington Bridge on the Hudson River. It was made famous by 1942 children’s book The Little Red Lighthouse and The Great Grey Bridge by Hildegarde Swift.

☐ Coney Island Light AKA Norton’s Point – located in Sea Gate, west end of Coney Island, Brooklyn.

☐ Blackwell Island Light AKA Roosevelt Island Lighthouse – located on the northeast tip of Roosevelt Island, in the East River. It was deemed a NYC Landmark on March 23, 1976.

☐ Lighthouse Park – located on the East River, at Lighthouse Park.

☐ National Lighthouse Museum – located on Staten Island.

Tarrytown Lighthouse AKA Sleepy Hollow – located on the east side of the Hudson River, in Sleepy Hollow.

Jeanneau 49 DS from $105/pp in NYC

Hamptons Lighthouses

☐ Montauk Point Lighthouse – the oldest lighthouse in New York State, authorized for construction by George Washington.

☐ Little Gull Island Light – located off Fishers island.

☐ Race Rock Lighthouse – located off Fishers Island. Resembles an old Victorian house.

☐ Long Beach Bar Lighthouse AKA Bug Light – looks like a Victorian house with tower on top. This lighthouse underwent restoration in 1963 after arsonists burnt it to the ground.

☐ Cedar Island Light – located in Cedar Point County Park, East Hampton. Whaling ships used the light to navigate to Sag Harbor.

☐ Plum Gut (Island) Lighthouse – a small, picturesque granite structure, located near the site of the Battle of Plum Gut (fight between Continental and British troops in 1775).

☐ Great West Bay Lighthouse – locally known as Ponquogue Lighthouse.

☐ Shinnecock Lighthouse – first activated on January 1, 1858.

NYC Piers

☐ Chelsea Pier

☐ Battery Park

☐ Houston Street and West Side Highway

☐ West 26th Street and West Side Highway

☐ Henry Hudson Parkway and West 135th Street

☐ Greenpoint Ave and West Street

Hamptons Piers

☐ Fair Harbor Pier, Fire Island.

Scout Darado- Hamptons
Scout Dorado 23′ from $92/pp in the Hamptons



☐ Wings Neck Light – located on Buzzards Bay.

☐ Stage Harbor Light – the youngest lighthouse in Cape Cod, established in 1880.

☐ Chatham Light – spectacular at night because of its electric beacon.

☐ Nauset Light – featured on the logo of Cape Cod Potato Chips!

☐ Highland Light – oldest and tallest on Cape Cod.

☐ Long Point Light – marks the entrance to Provincetown Harbor.

☐ Wood End Light – located just off the tip of Cape Cod.

☐ Race Point Light – one of the few completely solar powered lighthouses.

48' steel sloop Cape Cod
48′ Steel Sloop from $150/pp in Cape Cod




☐ Hillsboro Inlet Lighthouse – located north of Fort Lauderdale.

☐ Jupiter Inlet Lighthouse – located north of Palm Beach.

☐ Cape Florida Light – the oldest structure in South Florida, located on the south end of Key.

☐ Fowey Rocks Light – located 7 miles southeast of Cape Florida, on Key Biscayne.

☐ Carysfort Reef – oldest reef lighthouse, located 6 miles off Key Largo.


☐ Newport Beach Pier

☐ Haulover Beach Park

☐ South Pointe Park

☐ Oleta River State Park

40' Marquis
40′ Marquis from $150/pp in Miami



☐ Cape May Lighthouse – built in 1823.

☐ Barnegat Lighthouse – located on the northern tip of Long Beach Island, in Ocean County.

☐ Sandy Hook Lighthouse – the oldest surviving lighthouse in the United States, first lit on June 11, 1764.

☐ Sea Girt Lighthouse – located at Ocean Avenue and Beacon Boulevard, in Sea Girt.

☐ Tucker’s Island Light – established in Tucker’s Beach, shortly after the death of Reuben Tucker.

☐ Absecon Lighthouse – at 171 feet tall, it is New Jersey’s tallest lighthouse.

☐ Hereford Inlet Lighthouse – serves as a lighthouse, and a museum open to the public.

☐ East Point Lighthouse – built in 1849, this is the second oldest lighthouse in New Jersey.

☐ Robin’s Reef Light – located off Constable Hook in Bayonne, Hudson County.

38' Sea Ray from $229/pp in Jersey City
38′ Sea Ray from $229/pp in Jersey City



☐ Avery Point Light – located on the Avery Point campus of the University of Connecticut.

☐ Black Rock Harbor Light AKA Fayerweather Island Light – marks the entrance to the Black Rock Harbor.

☐ Falkner Island Light – located on Falkner Island, just off Guilford Harbor, on Long Island Sound.

☐ Five Mile Point Light – located in Lighthouse Point Park.

☐ Great Captain Island Light – located on Great Captain Island, in the western Long Island Sound, off the coast of Greenwich, Connecticut.

☐ Greens Ledge Light – located off the southwest end of the Norwalk Islands.

Sport Sea Ray- Connecticut
33′ Sea Ray from $120/pp in Connecticut

Sail on!

p.s. Click here to see nautical outfit ideas.