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Harpswell, Maine Boat Rentals

Page 1 of 124 listings

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
$135+/hour
Instant Book
Hatteras 50ft Motor Yacht for Cruise or Sightseeing in Boothbay Harbor, Maine
Events in Boothbay Harbor · 6 guests

Hatteras 50ft Motor Yacht for Cruise or Sightseeing in Boothbay Harbor, Maine

New
$350/hour
Scenic History & Fishing Charters out of Casco Bay
Tours in South Portland · 6 guests

Scenic History & Fishing Charters out of Casco Bay

5.0
$150+/hour
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
19’ Classic ski boat - day cruiser 225hp
Powerboats in Maine · 8 guests

19’ Classic ski boat - day cruiser 225hp

5.0
$300/hour
Discover the Damariscotta River where 80% of Maine oysters are farmed
Events in Damariscotta · 49 guests

Discover the Damariscotta River where 80% of Maine oysters are farmed

New
$525/hour
Discover the Damariscotta River with a local captain!
Powerboats in Damariscotta · 6 guests

Discover the Damariscotta River with a local captain!

New
$325/hour
Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!
Powerboats in Nobleboro · 8 guests

Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!

New
$260+/day
Instant Book
24ft Sebago Lake Cruise with Southbay Pontoon!
Powerboats in Casco · 6 guests

24ft Sebago Lake Cruise with Southbay Pontoon!

5.0
$150+/hour
21' Bass Boat Charter in Nobleboro, Maine
Fishing in Nobleboro · 2 guests

21' Bass Boat Charter in Nobleboro, Maine

New
$50+/hour
Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast
Sailing in Friendship · 6 guests

Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast

5.0
$125/hour
22ft Massimo Pontoon Boat with 150hp outboard
Powerboats in Readfield · 10 guests

22ft Massimo Pontoon Boat with 150hp outboard

New
$350/day
Sweetwater Pontoon 20ft
Powerboats in Readfield · 10 guests

Sweetwater Pontoon 20ft

5.0
$280+/day
24ft Manitou Pontoon
Powerboats in Readfield · 10 guests

24ft Manitou Pontoon

5.0
$280+/day
24ft Crestliner Bass Boat Rental in Sidney, Maine
Powerboats in Sidney · 3 guests

24ft Crestliner Bass Boat Rental in Sidney, Maine

New
$81/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
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
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/hour
21' Rigid Inflatable Boat (R.I.B.) - Land anywhere servicing Penobscot Bay
Powerboats in North Haven · 6 guests

21' Rigid Inflatable Boat (R.I.B.) - Land anywhere servicing Penobscot Bay

New
Snoozed - Active 21 Sep 2025
Herreshoff 12 1/2 Sailboat Charter
Sailing in North Haven · 3 guests

Herreshoff 12 1/2 Sailboat Charter

New
Snoozed - Active 28 Sep 2025
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
Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

5.0
$175+/hour

Harpswell Reviews

  1. AG

    Alissa

    17ft Starcraft Bowrider on Moose Pond in Denmark, Maine

    I have never used this app before and was a bit apprehensive. I could not have been more pleased. Sven was extremely responsive, so helpful and offered a great value for the experience. He took the time to review the operation of the boat and send videos. Sven was friendly and always responded quickly if we had questions. We will be renting again next year!

  2. Olivia

    Olivia

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

    Right off the bat, Clay was charismatic, friendly, and helpful. The booking process was very simple and user friendly. He was so personable and we had a great time! Clay is a wealth of knowledge, and helps keep the vibes up while ensuring everyone’s safety. We will definitely be returning!! Thanks Clay!

  3. Sarah

    Sarah

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

    Captain Clay is a professional who radiates with experience and kindness. For our bachelorette party, he went the extra mile to make our afternoon one that had us going, “best bachelorette ever!!” He is the guy you want for any boating activity!

  4. RK

    RENEE

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

    Get day on the lake! Clay is a great captain, from taking our older parents around the shoreline perimeter and offering fun facts, to tubing for the twenty somethings, we all had a fun relaxed day on the boat! Definitely will book again:)

  5. JA

    Jeremy

    Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast

    Ralph made bareboating a great experience end to end. His Morgan 36-5 Nelson Marek was just right, in working order and easy to sail for just my wife who does not sail and me. The equipment was all good, including a new and simple to use chart plotter mounted right at the helm. Beautiful location, conditions and waters made for great sailing. Convenient getting answers in advance, getting started and finished. All good. Highly recommendation. And there’s a super lobster place right nearby.

  6. EO

    Erin

    24ft Sebago Lake Cruise with Southbay Pontoon!

    Anthony is great! The boat is so comfortable and clean and nice. We could not have been happier! Everything was just perfect! Book with Anthony and see for yourself!