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Wolfeboro, New Hampshire Boat Rentals & Yacht Charters

Cruise Wolfeboro, Nh Aboard A 19' Cobalt 190 Bowrider For Up To 8 Guests
Powerboats in Wolfeboro · 8 guests

Cruise Wolfeboro, Nh Aboard A 19' Cobalt 190 Bowrider For Up To 8 Guests

New
$79/hour
Sunfish Sailboat on Merrymeeting Lake in New Hampshire
Sailing in New Durham · 2 guests

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

5.0
$61+/day
Bennington 22' Pontoon on Merrymeeting Lake, New Hampshire
Powerboats in New Durham · 8 guests

Bennington 22' Pontoon on Merrymeeting Lake, New Hampshire

5.0
$215+/hour
1994 Regal Ventura - Most Lakes in Southern NH
Powerboats in Laconia · 6 guests

1994 Regal Ventura - Most Lakes in Southern NH

New
$175+/hour
Fishing - Cruising - Swimming- Tubing on Silver Lake OR Conway Lake
Powerboats in Conway · 10 guests

Fishing - Cruising - Swimming- Tubing on Silver Lake OR Conway Lake

5.0
$125/hour
23ft Sea Ray Bowrider Boat Rental in Holderness, New Hampshire
Powerboats in Holderness · 11 guests

23ft Sea Ray Bowrider Boat Rental in Holderness, New Hampshire

5.0
$250/hour
17ft Starcraft Bowrider on Moose Pond in Denmark, Maine
Powerboats in Denmark · 6 guests

17ft Starcraft Bowrider on Moose Pond in Denmark, Maine

5.0
$750/day
Experience Beautiful Sebago Lake with a Pontoon Rental!
Powerboats in Standish · 8 guests

Experience Beautiful Sebago Lake with a Pontoon Rental!

5.0
$125/hour
Wells Harbor Fishing Charter on 25ft C-Hawk Pilot House
Fishing in Wells · 6 guests

Wells Harbor Fishing Charter on 25ft C-Hawk Pilot House

5.0
$75+/hour
Saltwater Charter, Sightseeing and Family Mackerel Trips in Southern Maine
Fishing in Wells · 4 guests

Saltwater Charter, Sightseeing and Family Mackerel Trips in Southern Maine

New
Snoozed - Active 02 Oct 2026
24ft Sebago Lake Cruise with Southbay Pontoon!
Powerboats in Casco · 6 guests

24ft Sebago Lake Cruise with Southbay Pontoon!

5.0
$150+/hour
2025 SeaDoo PWC Rental – Like New, Less Than 4 Hours!
Water Sports in Manchester · 2 guests

2025 SeaDoo PWC Rental – Like New, Less Than 4 Hours!

New
$232+/day
17’Bayliner Bow rider-Summer Fun☀️
Powerboats in New Hampshire · 8 guests

17’Bayliner Bow rider-Summer Fun☀️

New
$500/day
19’ Classic ski boat - day cruiser 225hp
Powerboats in Maine · 8 guests

19’ Classic ski boat - day cruiser 225hp

5.0
$100/hour
10 Person Godfrey Sweetwater Tritoon in Kingston, NH
Powerboats in New Hampshire · 10 guests

10 Person Godfrey Sweetwater Tritoon in Kingston, NH

5.0
$286+/day
Water Ski/Tubing/Wakeboard with Instructor | 21' Malibu VLX Wakeboat
Powerboats in New Hampshire · 5 guests

Water Ski/Tubing/Wakeboard with Instructor | 21' Malibu VLX Wakeboat

New
$150/hour
Sea Doo GTR 230 HP Supercharged Jet Ski for Weekly Rental in New Hampshire
Water Sports in Hampstead · 3 guests

Sea Doo GTR 230 HP Supercharged Jet Ski for Weekly Rental in New Hampshire

New
$280/day
Sea Doo Wake Jet Ski Rental - Freshwater Lake Near Hampstead, NH
Water Sports in Hampstead · 2 guests

Sea Doo Wake Jet Ski Rental - Freshwater Lake Near Hampstead, NH

New
$180/day
Day and term sailing charters out New Bedford, Massachusetts and Cape Cod.
Sailing in Portland · 6 guests

Day and term sailing charters out New Bedford, Massachusetts and Cape Cod.

New
$850/day
Scenic Cruises & Fishing Charters out of Casco Bay
Tours in Portland · 6 guests

Scenic Cruises & Fishing Charters out of Casco Bay

5.0
$150+/hour
Cruise Casco Bay aboard the 32ft Flye Point Trawler!
Powerboats in Falmouth · 6 guests

Cruise Casco Bay aboard the 32ft Flye Point Trawler!

5.0
$155+/hour
17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA
Powerboats in Haverhill · 6 guests

17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA

5.0
$750/day
Hobie outback 2022 ocean fishing kayak
Adventures in Massachusetts · 1 guest

Hobie outback 2022 ocean fishing kayak

New
$300/day
Private charter offers an intimate, customizable sailing experience.
Sailing in Maine · 6 guests

Private charter offers an intimate, customizable sailing experience.

New
$80+/hour

Wolfeboro Reviews

  1. AJ

    Alex

    Experience Beautiful Sebago Lake with a Pontoon Rental!

    Capt. Gary went above and beyond to make our day on Sebago Lake a great experience. Before I even booked the trip, I asked him a million and one questions which he answered promptly. On the day of the trip, he arrived early to show us all of the in’s and out’s of the boat. He also prepped the boat with printed out detailed maps of the lake, which was really nice to have since we weren’t familiar with Sebago Lake. He also put a guided scenic route into the boat’s gps which made it really easy to follow and it eased my fears of getting lost out on the lake. The boat itself is super comfortable, very roomy, has a loud Bluetooth radio built in, usb charging ports, and a huge covered awning. At the end of the trip, we arrived at the dock with Captain Gary waiting for us, which was really nice so we didn’t have to worry about tying off the boat or anything. He helped us off and then took care of the rest. So glad we decided to book our trip with Captain Gary. He gave us a very memorable day on Sebago Lake that we wont forget. Thanks Capt. Gary!

  2. ML

    Marc

    Fishing - Cruising - Swimming- Tubing on Silver Lake OR Conway Lake

    Clay was a great host! Our bachelor party was supposed to hit Silver Lake; unfortunately the boat ramp was closed due to rain. Clay reached out and offered another location that would be available. Clay was a helpful guide, filling us in on tid bits of historical information while bringing us to different areas of the lake.

  3. Patrick

    Patrick

    10 Person Godfrey Sweetwater Tritoon in Kingston, NH

    great boat, great owner, great experience throughout. 10/10.

  4. didar

    didar

    Fishing - Cruising - Swimming- Tubing on Silver Lake OR Conway Lake

    You’ll regret not booking with Clay the best hospitality!

  5. PH

    Paige

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    Had a great day out on Matthew’s lovely sunfish. Matt was very communicative and also offered us an alternative activity in case of no wind. Thankfully, the wind filled and my mom and I had a great day of sailing on beautiful MerryMeeting Lake! Matt was very pleasant to talk with and answered all of our questions about the area and the boat. We will definitely be back and would encourage others to rent this boat from Matt!

  6. KH

    Katherine

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    We had a fantastic experience renting Matt’s sunfish sailboat. He was easy to communicate with, gave excellent instructions, and the boat and lake were an absolute dream. He even pointed us towards a great local spot for ice cream/light bites after the sail. We will definitely be back to rent from Matt again!