Sunset Charter Cruise in the Great South Bay

3-Hour Charter Cruise

Stunning Seascapes

Relaxing Ride Through the Bay

Admire the breathtaking views as we sail around the Great South Bay on board the Legacy. This 3-hour cruise is complete with wildlife and tranquil waters, and the Legacy is equipped with a dinette below deck, should you wish to bring along a meal. Whether you’re looking for a romantic ride or a family-friendly excursion, this charter is for you!

Experience the Great South Bay at Sunset

Surprise your loved ones with a sunset cruise on board the Legacy. Bring your own dinner spread, and enjoy it on our dinette below deck as you glide around Long Island’s Great South Bay. The ocean wildlife, stunning views, and beauty of the sunset are truly mesmerizing. These seascapes are ones you don’t want to miss! We can discuss drop-off location, but we recommend disembarking at our dock in the marina. There, you can choose to enjoy a post-cruise cocktail at the restaurant, or simply marvel at the landscape one last time.

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Trip Details

Price Per Charter


Maximum Group Size

6 people per charter

Departure Time

6 pm

Meeting Point

325 S Main Street
Freeport, NY 11520


May through September, 7 days a week (weather permitting)


3 hours


Water, ice, all U.S. Coast Guard safety equipment (including life jackets)

Not Included

Dinner, drinks

What To Bring

Dinner, drinks (including alcohol, if you’re of age), sunscreen, sunglasses, towel, seasickness medicine (if you are prone to it), appropriate shoes and clothing

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It gets warm in the summertime. However, early in the fishing season and in the fall, you may wish to bring a jacket or sweatshirt.

About The Crew

Your trip will be led by Captain Chris Anzelone.

Captain Chris Anzelone

Captain Chris Anzelone has spent his entire life on the water. His father, Captain Paul Anzelone, was a commercial fisherman, and from a young age, Capt. Chris was fishing the bays and oceans off Long Island. In 2009 Chris got his U.S. Coast Guard 6-Pack Charter Boat License and pursued his childhood dream of becoming a captain. In honor of his late father, he established Legacy Charters Sport Fishing. Now he spends his time doing what he loves best.

Carrying on the Legacy

The Legacy is a 34-foot SeaVee boat. Equipped with twin 350-horsepower Mercury Verado motors, it can navigate the bays and oceans of Long Island with ease. It features Garmin marine electronics, autopilot, radar, and VHF radio. As a U.S. Coast Guard approved boat, the Legacy also carries safety equipment such as life jackets, flares, a fire extinguisher, and a first aid kit.

Frequently Asked Questions
What is your cancellation policy?


If you cancel your reservation more than 24 hours in advance of the charter date, we will issue a full refund. Cancellations less than 24 hours in advance will receive a full refund minus a cancellation charge of $150.

Can I change my reservation?


You are welcome to move your reservation to another available date, but we ask that you please let us know as soon as possible if this is the case.

Do you allow alcohol on board?


Yes. You are welcome to bring your alcohol on board, but please note that we do not serve any of our own.

Have More Questions? Head to Our FAQ Page!