Rowayton Guided Tours

Guided Tour Pricing & Info | Rowayton Paddle Chart

5mileAll About The Five Mile River

The Five Mile river was actually named for the Five Mills that were on it. An extraordinary paddling environment suitable for all ages and experience levels.

It’s 3/4 mile to the mouth of the river (takes about 10 mins), on the way you’ll pass Tokeneke Creek – a gorgeous estuary. Upriver you can paddle under White Bridge to a secluded area where at mid tide water falls over a natural dam. As the river is tidal, both of these paddle destinations are high tide.

Note that you are welcome to bring your own equipment on the tours, or lessons, but there is no discount.




Full Moon Tour (2 hours)
Paddle at twilight out into the Sound where the Full Moon’s glow is reflected on the water creating a mystical feel that is both serene and exciting.  On your return trip you’ll be paddling into the moon – feel free to howl!  We paddle kayaks only for this outing.  Life jackets, paddles and light sticks are all included as well as seasoned guides that will also share info on the local area, wildlife, lore.  This tour is restricted to children 16 years and over.  7:30-9:30pm.

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Family/Beginner Fun on the River (2 hours)

Enjoy paddling at high tide when you can get into creeks and coves, and have lots of room to explore!  This is an easy paddle, great for beginners, children or anyone that just wants to poke around and chill.

Guides keep you safe and offer fun activities to enrich your experience and entertain any children – dock ducking, practicing turns with figure eights around buoys, board or boat swapping, ball/sponge games (when it’s hot, this is a welcome activity!), wildlife identification, maybe try out capsizing and see how easy it is to get back in your boat!  Kayaks or paddle boards (children on paddle boards must be over 9 and experienced, all adults ‘should’ have experience, otherwise consider taking a lesson).

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Picnic on the Islands (byo) (2 hours)

The islands are a privately owned natural wildlife sanctuary and a popular destination for boaters.  As with any island/beach, the public is welcome up to the high tide line, allowing us to enjoy this glorious sandy beach and wading pools.  Bring a picnic from home or create one upstairs at the Rowayton Market.  Wildlife we frequently see include horseshoe crabs, herons, oyster catchers, egrets, pipers, plovers, osprey, and cormorants. The islands are formed of bedrock, rather than the more malleable glacial deposits that formed the nearby Norwalk Islands, and are startlingly unchanged from the 1850s.

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scenic - farm creek (7)

Farm Creek (2-3 hours)

Join our guides on a paddle up this beautiful tidal estuary and support the Norwalk Land Trust’s effort to preserve the area. The paddle takes about 2.5 hours as we depart Five Mile River and paddle around the bays to Wilson Point and head into Farm Creek. At high tide you can paddle all around the creek in very still waters and be treated to a variety of wildlife – even deer have been seen to swim across it. Recommended for experienced paddlers.

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Other places you might like to explore, on your own or with a private guide:

Round the Bays of Rowayton – Belle Island

As you exit the river, you will be going east – left. Be careful as you cross the boat channel. On your left you will pass several private beachs and one public (Bayley). First is the Rowayton Beach Assn, then Wee Burn, Bayley, Roton Point, Belle Island, and Wilson Point. If you continue further you will come to an inlet called Wilson Point. If you keep going you will see Tavern Island on your right, former home to Broadway Producers (back in the day!) Roton Point, was a historical amusement park that drew thousands of people in the late 1900s. View osprey from their nest at the old pier, and all manner of shoreline birds, including egrets, herons, and cormorants. Enjoy spectacular views of beautiful homes and islands that are not visible from the shore.

Round the Bays of Darien – Scott’s Cove

Enjoy a coastal tour of Darien, past the Tokeneke Club and into Scott’s Cove. Time willing stop at the islands for a break on your way back.

Gorham Pond, Darien

Explore Good Wives River up to Gorham Pond. The coves and shoreline from Rowayton into Darien is stunning. Of course there are amazing homes to view, but little islands, wildlife sanctuaries, small yacht clubs, town beaches – lots of local delights to explore with a guide.

Sheffield Island, Norwalk (3-4 hours)
Experienced Paddlers only, ideally with a Guide

This is an adventurous paddle into the Sound that has you cross a boating channel – which is why we recommend a guide, to keep you safe.  With the right weather and wind conditions, it’s a very worthwhile destination.  Great place to go for a picnic, to explore, tour the historic Lighthouse.  There is a fee to get off on the island, which includes the tour, use of the facilities and access to the concession stand.