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Rockport, Maine Boat Rentals

Page 1 of 124 listings

Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 6 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
32ft Classic Swedish Sloop Sailing Charter
Sailing in Rockland · 6 guests

32ft Classic Swedish Sloop Sailing Charter

5.0
$150/hour
21' Rigid Inflatable Boat (R.I.B.) - Land anywhere servicing Penobscot Bay
Travel in North Haven · 6 guests

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

New
$150/hour
Herreshoff 12 1/2 Sailboat Charter
Sailing in North Haven · 3 guests

Herreshoff 12 1/2 Sailboat Charter

New
$50/hour
Classic Wooden Lobster Boat in Belfast Maine!!
Events in Belfast · 6 guests

Classic Wooden Lobster Boat in Belfast Maine!!

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
Enjoy beautiful Maine at Damariscotta Lake!
Powerboats in Nobleboro · 8 guests

Enjoy beautiful Maine at Damariscotta Lake!

New
$260+/day
Discover the Damariscotta River with a local captain!
Powerboats in Damariscotta · 6 guests

Discover the Damariscotta River with a local captain!

New
$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
$475/hour
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
Acadia/Mount Desert Island Sail onboard the classic 46-foot sailing ketch
Sailing in Southwest Harbor · 6 guests

Acadia/Mount Desert Island Sail onboard the classic 46-foot sailing ketch

New
$290/hour
24ft Bass Boat Rental in Sidney, Maine
Powerboats in Sidney · 3 guests

24ft Bass Boat Rental in Sidney, Maine

New
$38+/hour
24ft Manitou Pontoon
Powerboats in Readfield · 10 guests

24ft Manitou Pontoon

5.0
$280+/day
Sweetwater Pontoon 20ft
Powerboats in Readfield · 10 guests

Sweetwater Pontoon 20ft

5.0
$280+/day
Sea Ray 185 sport 135hp
Powerboats in Readfield · 8 guests

Sea Ray 185 sport 135hp

5.0
$250+/day
Trophy 2352 walkaround cuddy
Powerboats in Readfield · 6 guests

Trophy 2352 walkaround cuddy

New
$450+/day
18ft Glastron bow rider with 210hp
Powerboats in Readfield · 8 guests

18ft Glastron bow rider with 210hp

New
$300/day
2021 Starcraft 20' Pontoon Delivery
Powerboats in Maine · 10 guests

2021 Starcraft 20' Pontoon Delivery

5.0
$350+/day
Cruise Casco Bay aboard the Mickey Finn Trawler!
Powerboats in Falmouth · 6 guests

Cruise Casco Bay aboard the Mickey Finn Trawler!

5.0
$135+/hour
Scenic, History, and  Fishing Charters out of Casco Bay
Tours in South Portland · 6 guests

Scenic, History, and Fishing Charters out of Casco Bay

5.0
Snoozed - Active 03 May 2025
19’ Classic ski boat - day cruiser 225hp
Powerboats in Maine · 8 guests

19’ Classic ski boat - day cruiser 225hp

5.0
$75/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

Top Destinations Nearby

Rockport Reviews

  1. AD

    Andrew

    ★Midcoast Maine aboard the Schooner Yacht Meteor ★

    We just got back from a wonderful day on the water :) We bareboat chartered the Meteor. Captain Neal was able to be flexible on our timing since our original day was bad weather and he did not have many bookings around the same time. He made perfect suggestions regarding weather, currents, tides and routes to help us learn the area quickly and be able to navigate a beautiful day on Penobscot Bay. 100% we will be back again! Treat his boat well and Capt Neal will treat you well in return! Thanks so much for a wonderful day!

  2. Megan

    Megan

    32ft Classic Swedish Sloop Sailing Charter

    We had a wonderful sail with Linda on her beautiful boat! It was a really lovely afternoon on the water. The communication about where to meet and weather conditions was clear and easy. She had excellent knowledge of the area as well as great sailing tips. We would book with Linda again!

  3. JP

    Jose

    32ft Classic Swedish Sloop Sailing Charter

    This experience has been such an amazing swelling ride for our family. Linda has made this trip even special for accommodating with our needs. She has been a great captain from the start to end. Her gorgeous boat was spectacular! We highly recommend Linda for others to experience a moment to remember. Thank you, Linda for everything. We will be back next year!

  4. PM

    Philip

    32ft Classic Swedish Sloop Sailing Charter

    Linda is a top-notch captain and wonderful company on a day of sailing. My family of four had a full day of sailing on beautiful Penobscot Bay and Linda was a great teacher for me and my kids who aspire to have a boat of our own some day. Plus she made a delicious lunch for us. Thanks Linda! We'll do it again!

  5. JR

    Joanne

    32ft Classic Swedish Sloop Sailing Charter

    Linda provided our family with a wonderful family sailing experience. Our family loved laying on the deck with the wind in their faces and the beautiful landscape. We also appreciated her deep history of the area and allowing us to help sail the boat. There is nothing like experiencing Maine from the water with Linda as your captain.

  6. EG

    Edward

    Sweetwater Pontoon 20ft

    Brett was very accommodating to a last minute request and the boat was in excellent condition. He delivered the boat to our rental property and picked it up at the end of the rental. He made this experience as easy as possible and I would highly recommend him!