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Find The Best Boat Rentals in Portland, Maine

Page 1 of 124 listings

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

19’ Classic ski boat - day cruiser 225hp

5.0
$60/hour
24ft Sebago Lake Cruise with Southbay Pontoon!
Powerboats in Casco · 6 guests

24ft Sebago Lake Cruise with Southbay Pontoon!

5.0
$175+/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
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
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
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
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
Mastercraft X-Star Wakeboard / Surf Boat on Merrymeeting Lake
Powerboats in New Durham · 10 guests

Mastercraft X-Star Wakeboard / Surf Boat on Merrymeeting Lake

New
$225+/hour
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
Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

5.0
$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
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
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
Fun 22' Sea Ray Bow Rider **TOWABLE**
Powerboats in New Hampshire · 12 guests

Fun 22' Sea Ray Bow Rider **TOWABLE**

New
$75/hour
24ft Crestliner Bass Boat Rental in Sidney, Maine
Powerboats in Sidney · 3 guests

24ft Crestliner Bass Boat Rental in Sidney, Maine

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

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour

Portland Reviews

  1. 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!

  2. 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.

  3. Ron

    Ron

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    Capt Matt took us on a 2 hr sunset cruise of Merrymeeting Lake. He shared local stories of the lake and we had a great time. Highly recommend.

  4. KB

    Kelli

    24ft Sebago Lake Cruise with Southbay Pontoon!

    Amazing trip, Anthony was super knowledgeable about the area and made the experience so fun!

  5. SP

    Swapnil

    Scenic History & Fishing Charters out of Casco Bay

    We had a great trip out with Anthony. The boat was comfortable, clean and itinerary was ideal for the time with the trip around the islands ending with a beautiful sunset. Saw some seals along the way. We also learned interesting historical and ecological tidbits about the surrounding islands. Thanks for everything!

  6. James

    James

    Scenic History & Fishing Charters out of Casco Bay

    Anthony and Alyssa were great! They told us about the history and stories behind places we saw and we’re really nice without being overbearing. They took us by the lighthouses, islands and even stopped at a bar restaurant for lunch/drinks. Would highly recommend them for any kind of boating or fishing day off Portland-wonderful people!