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Old Orchard Beach, Maine Boat Rentals & Yacht Charters

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
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
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
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
Experience Beautiful Sebago Lake with a Pontoon Rental!
Powerboats in Standish · 8 guests

Experience Beautiful Sebago Lake with a Pontoon Rental!

New
Snoozed - Active 28 Jun 2026
19’ Classic ski boat - day cruiser 225hp
Powerboats in Maine · 8 guests

19’ Classic ski boat - day cruiser 225hp

5.0
$100/hour
24ft Sebago Lake Cruise with Southbay Pontoon!
Powerboats in Casco · 6 guests

24ft Sebago Lake Cruise with Southbay Pontoon!

5.0
$150+/hour
Private charter offers an intimate, customizable sailing experience.
Sailing in Maine · 6 guests

Private charter offers an intimate, customizable sailing experience.

New
$80+/hour
Private Intimate Charter on 21' Eastern Center Console - Casco Bay Outing
Powerboats in Maine · 6 guests

Private Intimate Charter on 21' Eastern Center Console - Casco Bay Outing

New
$100/hour
Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

5.0
$175+/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
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
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
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
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
Instant Book
1994 Regal Ventura - Most Lakes in Southern NH
Powerboats in Laconia · 6 guests

1994 Regal Ventura - Most Lakes in Southern NH

New
$175+/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
$600/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
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
$200/hour
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
$300/day
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

Old Orchard Beach Reviews

  1. 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.

  2. NK

    Nancy

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    All round really fun, easy and pleasant experience! Fabulous day sailing!

  3. SP

    Swapnil

    Scenic Cruises & 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!

  4. James

    James

    Scenic Cruises & 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!

  5. Stephanie

    Stephanie

    24ft Sebago Lake Cruise with Southbay Pontoon!

    We had an exceptional day with Anthony! He was prompt, very quick to respond via messaging, and overall a very helpful guy. He made our day extremely easy. He was fun to interact with and very personable. The boat was extremely clean and Anthony was very prepared, anticipating all of our needs. He was knowledgeable about the area and easy to talk to. Overall a great day!

  6. JD

    Julia

    24ft Sebago Lake Cruise with Southbay Pontoon!

    Anthony was great! He was responsive and timely in our communications beforehand. He was knowledgeable about the lake and had suggestions on where to go but was open to spending the afternoon doing what we wanted. We had a wonderful afternoon and everyone agreed it was our favorite activity of the trip. Would highly recommend booking with Anthony and would absolutely do it again next time I’m back in the area!