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Private Charters Experience Newport Sailing

Sailing through 11/10, up to 6 guests 2 boats online booking, come sailing, media & reviews.

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Round out your stay, world-class sailing in newport, sightseeing and history.

Sailing in Newport Rhode Island’s waters is world-class and is a wonderful way to experience this beautiful and historic area. Aboard one of our two boats, you can enjoy one of our custom private day sail charters. Tour Newport Harbor, with its classic and mega-yachts and picturesque surroundings before venturing onto Narragansett Bay. Cruise along rocky shorelines, see charming lighthouses, take in the impressive mansions, and more… Splash your feet, sail the boat or relax with your group over a tasty beverage.

Our two sailboats are icons of the Newport Sailing fleet and of Narragansett Bay. Lyra is our 44-foot Reliance sailboat and Wren is our 35-foot Allied Seabreeze. With a capacity of up to 6 guests each, both boats sail on daily charters from Newport RI, beginning mid-April through the end of October. We offer private 90-minute, two-hour, three-hour, half and full-day sailing charters. From tours and advanced sailing instruction to proposals or a romantic evening on the the water, experience for yourself why Newport is the sailing capital of the Americas. On Watch Sailing is proudly a Newport RI “Traveler’s Choice” on Trip Advisor and is highly rated on Google. Take a peek below and check out our original reviews by following the links.

Be sure to poke around in our hamburger menu (top right of the page) under “ Things to Know and DO ” for restaurant, fun things to do and parking recommendations!

Captain Green

Captain Green Newport Sailing Captain

Our 2.0 hour early afternoon charter of the Lyra with Green met every expectation in terms of seamanship and engagement…

On Watch Sailing

On Watch Newport Charters

Definitely book

Definitly book your sailing experience with this company. Don’t even hesitate. We booked day of for an afternoon 1.5 hr sail…

Captain Sam

Captain Sam, Private Charters

5-star experience!

Fantastic sail with Captain Sam at On Watch Sailing! They came recommended as the best place to charter a private sail in Newport, and did not disappoint…

Lyra with daily private charters

Fantastic day

Captain Green was the perfect guide, story teller and seaman… Very knowledgeable of the area, historic vessels on the water, local culture and personalities…

Repeat Guests

Come back for another Newport Charter

Our 4th trip

Our 4th trip with Captain Green and his 1st mate Simon on Lyra. My wife and I had a wonderful time making more memories together and this time we have a video done by Captain Green…

Tour Newport aboard Wren

Sailing on Wren

Sailing on Wren was the best part of our week long trip to Newport. Captain Sam was so accommodating with our requests as well as an amazing sailor. We were even able to watch the Ocean One race…

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Generations Charters Private Boat Tours Logo

EXPLORE RHODE ISLAND FOR THE DAY

PRIVATE BOAT CHARTERS

Cruise newport.

Generations Charters offers unique private charters in and around Newport that let you decide on how you want to spend your day out on the water with spectacular views. Take a tour of the historic Newport mansions or explore the unique coastline of Aquidneck Island lighthouse cruise. You tell us what your perfect day out on the water would be, and we’ll make it special. Don’t forget we do specialize in Sunset Cruises ! Are you here on vacation and would love a sunset cruise around Newport RI? We can make that happen. Hit that Book now button or give us a call directly even if you are hanging out at a Newport beach !

Generations Charters offers unique private charters in and around Newport that let you decide on how you want to spend your day out on the water with spectacular views. Take a tour of the historic Newport mansions or explore the unique coastline of Aquidneck Island lighthouse cruise. You tell us what your perfect day out on the water would be, and we’ll make it special. Don’t forget we do specialize in Sunset Cruises ! Are you here on vacation and would love a sunset cruise around Newport RI? We can make that happen. Hit that Book now button or give us a call directly even if you are hanging out at a Newport beach!

DESTINATION PACKAGES

Choosing your own destination or on-the-water experience is one of the many perks when chartering your own private charter . Check out Newport Harbor and Jamestown, moor up and go for a swim at Third Beach, or enjoy a historic mansion tour from the water. Take a look at our package tours. We would love to have you enjoy one of our champagne sunset sails. If you are on a Newport Vacation connect with us to get you on a sunset sail. Are you looking for a corporate outings? Hop aboard one of our charters. Newport RI is the Sailing Capital of the world! Contact us to book

Choosing your own destination or on-the-water experience is one of the many perks when chartering your own private charter. Check out Newport Harbor and Jamestown, moor up and go for a swim at Third Beach, or enjoy a historic mansion tour from the water. Take a look at our package tours. We would love to have you enjoy one of our champagne sunset sails. If you are on a Newport Vacation connect with us to get you on a sunset sail. Are you looking for a corporate outings? Hop aboard one of our charters. Newport RI is the Sailing Capital of the world!

sailboat rides newport rhode island

Castle Hill Lighthouse

Newport from the water

Downtown Newport From the Water

sailboat rides newport rhode island

Newport Mansions & Cliff Walk

Cool Change Boat

OUR VESSELS

“Cool Change” and “Change Up”, center console regulators known for their legendary smooth ride, are available for 2 hour, half-day and full-day charters. Cruise the harbor or blast off to a private beach in complete comfort. Our forward seating is perfect for catching some rays, socializing with cocktails, and coastal sightseeing on a private cruise. Private sailing charters is our business. Come experience a once in a lifetime sailing experience with Cruise Newport on the Narragansett bay!

“Cool Change” and “Change Up”, center console regulators known for their legendary smooth ride, are available for 2 hour, half-day and full-day charters. Cruise the Narragansett Bay or blast off to a private beach in complete comfort. Our forward seating is perfect for catching some rays, socializing with cocktails, and coastal sightseeing on a private cruise. Private sailing charters is our business. Come experience a once in a lifetime sailing experience with Cruise Newport!

Sunset Cruise Newport RI

Are you currently here on vacation or just want to enjoy the Newport ocean? Why not book your next private charter and watch the sunset ? Give us a call today to book your next outing on the waters!

FOLLOW US @cruisenewportri

There’s still time for one last ladies cruise of the season. We are still running through Columbus Day weekend. Come on out for one trip around the bay. #crusienewport #cruisenewportri #narragansett #narragansettbay #newport #newportri #theclassiccoast #newportharbor #newportsunset

IMAGES

  1. Boating in Newport, Rhode Island

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  2. Experience Newport RI with us!

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  3. 3 Best Newport, RI Sailing Tours to Take This Summer!

    sailboat rides newport rhode island

  4. America's Cup Sailing in Newport

    sailboat rides newport rhode island

  5. Newport Rhode Island Sunset Sail

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  6. Where to Go Sailing

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VIDEO

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  3. Sailing charter in beautiful Newport, RI aboard STARLIGHT

  4. Overview of SIGHTSAILING'S sailing cruises in beautiful Newport, RI

  5. Return to Seasons Sailing -The World Sailing Capital: Newport, RI

  6. Precision 18 Sailboat virtual ride in Rhode Island

COMMENTS

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    Newport Rhode Island Sunset Sailing, Day Sails & Sightseeing Boat Tours on the Schooner Adirondack II, Madeleine & Sloop Eleanor or Yacht Rum Runner II with Newport Classic Cruises!

  2. Sightsailing Newport, RI |Sailing Cruises

    Sightsailing offers sailing cruises, morning mimosa sails, day sails, sunset sails and private sails on 3 sailboats in Newport, Rhode Island.

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    Join us for some Newport sunset sailing aboard our newest and most elegant yacht, Schooner Adirondack II! Experience a Newport sunset sailing boat ride on the water with us. Take in …

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    Sail Newport Harbor and Narragansett Bay aboard Schooner Aquidneck, Sightsailing's largest Sailing Vessel. Enjoy comfortable seating, a large deck to walk around, help raise the sails, or sit back and relax and experience some of …

  5. Sunset Cruises Newport RI

    Champagne Sunset Cruise. Sunset Cruises in Newport, RI are stunning and a terrific way to start your evening! Sunset Sails are available on all three of our sailboats- Aquidneck, Sightsailer, and Starlight.

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    Our two sailboats are icons of the Newport Sailing fleet and of Narragansett Bay. Lyra is our 44-foot Reliance sailboat and Wren is our 35-foot Allied Seabreeze. With a capacity of up to 6 guests each, both boats sail on daily …

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    From Captain Kidd to Dennis Conner, Newport sailors have long felt the thrill of slipping past Castle Hill under a cloud of canvas. Sailing on Madeleine through Newport Harbor is an experience that you and your family will treasure.

  9. Sightseeing Boat Tours

    Check out Newport Harbor and Jamestown, moor up and go for a swim at Third Beach, or enjoy a historic mansion tour from the water. Take a look at our package tours. We would love to have you enjoy one of our champagne …