Private Pontoon Charters (with Captain) on Lake Winnipesaukee

Sit back and enjoy

Let us take you on our pontoon boat and show you Lake Winnipesaukee in style.

Experience the breathtaking beauty of Lake Winnipesaukee in style with our pontoon boat rides! Our knowledgeable and experienced captains will show you all the hidden gems that this stunning lake has to offer, ensuring you have an unforgettable time.

No need to stress about renting a boat or navigating through an unfamiliar lake. Sit back and relax as we take care of everything for you! Perfect for families, friends, or bachelorette and bachelor parties, our pontoon cruises offer a stress-free, fun-filled adventure for everyone.

Avoid the hassle of backseat drivers and the anxiety of liability and tests. Let us show you the best spots on Lake Winnipesaukee and enjoy a completely relaxing and beautiful experience. Book now and get ready for an unforgettable adventure on the water!

On a four hour tour, you’ll be able to see all of the sites of the lake and still have time to stop and swim at a sandbar or two!

The pontoon can hold up to 14* people and their coolers (including the captain). We cater each of our cruises to the people on board. Cruise fast, go slow, swim, anchor at a sandbar, and crank up the music.

Want to rent a pontoon instead?

If you would rather Captain the pontoon boat yourself, check out our Boat Rentals for two great Pontoon rental options.

View Boat Rentals

Remove the stress of renting a pontoon and having to drive an unfamiliar boat in an unfamiliar lake.

Our captains are fun, knowledgeable about the lake and are safety conscious. We can take you wherever you want to go on Winnipesaukee. Roundtrip travel estimates for various locations on the lake are listed below:

Round trip travel Estimates departing Wolfeboro, NH:

Alton town docks — 75 minutes
Lions Den/Gilford town docks — 80 minutes
West Alton Sandbar — 60 minutes
Braun Bay — 95 minutes
Meredith Town docks — 130 minutes
Weirs Beach — 100 minutes
Center Harbor — 110 minutes
Melvin Village — 100 minutes
Wolfeboro/Alton sightseeing — 90 minutes
Islands of Alton and Wolfeboro — 120 minutes

When you book with us you are reserving the entire pontoon boat for your private group (+ captain).

Choose your departure time and pick how long you want to reserve the boat and captain for!

Bring two people or up to 14*.

Booking Options:

1.5 Hours
2 Hours
3 Hours
4 Hours

Common Questions About Watersports on Lake Winnipesaukee with Wake Winni

Our pontoon rates are based on groups of up to ten people. Some of our boats can accommodate more (up to 14) and there is a flat fee of 200$ for groups larger than 10*. Boats get more difficult to maneuver and accelerate as they get heavier. All boats have a legal capacity for persons and/or weight that we must abide by.

Our Pontoon charters are private. We supply the boat and the captain. The only people on the boat are the people you bring (plus the captain)!

Think of this option as a pontoon rental without the headache of driving on Winnipesaukee. Just tell the captain where you want to go and how fast. If you want to stop and relax and go for a swim, just tell your driver! We know the lake well and can pick a route for you based on your interests. We keep anchors on board in case you want to visit one of the famous Winnipesaukee sandbars and stay for a while.

Dress according for the weather, please factor in the constant breeze of being on a moving boat. Please feel free to bring snacks or a small cooler with beverages. *note: cleaning fees will apply for stains and excessive crumbs! We provide the boat, driver and life jackets.

We only cancel in the event of thunder and lightning in the area. We have a 48 hour cancellation policy, please check the weather forecast ahead of time to see if you need to reschedule.

New Hampshire state law requires anyone 12 years old and younger to wear a life jacket when being transported on a boat. Anyone 13 and older has the option to wear one while the boat is moving.

Yes, for a small fee. This covers the extra time needed for travel to get to your dock and back. This option is good for Wolfeboro and Alton addresses only. Anywhere else on Winni is possible, just call us for an estimate.

Sorry, but no pets allowed on the boat. If you need suggestions on pet sitting please reach out to Sarah’s Courteous Canines!