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Destinations & Rates

You set the itinerary, We navigate the waters!


Go cruising with us for a few hours or the whole day, sunset cruises, romantic weekends, dock & dine - we offer a totally customizable itinerary to provide the experience you are looking for. A private charter enables you to beachcomb, sightsee, browse, or cap off the day at a night spot or restaurant. We invite you to explore this web site and discover the endless possibilities of cruising with Sea Dog!

Block Island, Watch Hill

Best Times: June - August

If you are visiting Montauk, Watch Hill or Pt Judith, a private charter to or from Block Island is a must. Enjoy the natural landscapes, rolling hills, breathtaking bluffs as well as many outdoor activities, live entertainment and local food. We also offer a scenic tour of Block Island, a rare opportunity to see the island from the water. Enjoy a 2-hour sunset cruise or our dock & dine option, returning you safely at the end of your fantastic evening. Additional options are to have us charter you from New Harbor to Old Harbor and reverse arriving to your final destination in style. Note: Phone reservation required to book date/time before payment.

Long Island Sound's Gold Coast & Connecticut Shores

Best Times: April - November

Cruising the sound of the Gold Coast of Long Island and Connecticut offers endless possibilities. Charter Sea Dog for 2-hours, 3-hours or the entire day. Whether you wish to simply anchor, relax and have lunch, or visit one of the many harbor towns for a dock & dine, we can create a lasting memory. Lighthouse tours offer unprecedented views from the water and are a fun way to learn the history of these historic monuments while enjoying a beverage! Note: Phone reservation required to book date/time before payment.


Long Island's Forks: Greenport, Shelter Island, Sag Harbor & Montauk

Best Times: May - October

The best way to enjoy the Forks of Long Island and its unspoiled beauty is by boat.  Take a private charter from one Fork to another. Experience our dock & dine option, visiting local wineries and enjoying the hidden treasures the East End has to offer on both Forks. Grab some friends for a 3 hour picnic and swimming excursion. Or cap off an amazing day with our 2-hour sunset cruise. Note: Phone reservation required to book date/time before payment.

* All charters accommodate up to 6 people. Once your private charter is reserved, a member of our team will be in touch to plan your event and offer options for drinks, on-board dining and local site seeing recommendations. 

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