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Southport, Maine Boat Rentals & Yacht Charters

Page 1 of 124 listings

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
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
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
21' Bass Boat Charter in Nobleboro, Maine
Fishing in Nobleboro · 2 guests

21' Bass Boat Charter in Nobleboro, Maine

New
$50+/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
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
32ft Classic Sailing Charter on Swedish Sloop for 6 Guests
Sailing in Rockland · 6 guests

32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

5.0
$113+/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
19’ Classic ski boat - day cruiser 225hp
Powerboats in Maine · 8 guests

19’ Classic ski boat - day cruiser 225hp

5.0
$100/hour
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/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
22ft Massimo Pontoon Boat with 150hp outboard
Powerboats in Readfield · 10 guests

22ft Massimo Pontoon Boat with 150hp outboard

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

Experience Beautiful Sebago Lake with a Captained Pontoon Rental!

New
$175/hour
24ft Sebago Lake Cruise with Southbay Pontoon!
Powerboats in Casco · 6 guests

24ft Sebago Lake Cruise with Southbay Pontoon!

5.0
$150+/hour
Classic Wooden Lobster Boat in Belfast Maine!!
Events in Belfast · 6 guests

Classic Wooden Lobster Boat in Belfast Maine!!

5.0
$150/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
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
$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
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

5.0
$290/hour

Southport Reviews

  1. NJ

    Nathan

    22ft Massimo Pontoon Boat with 150hp outboard

    The entire experience was perfect. Brett was very flexible with drop off and pick up for the boat. The communication between myself and Brett was also great as he was prompt to respond. Would definitely rent from Brett again!

  2. 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!

  3. 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!

  4. Megan

    Megan

    32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

    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!

  5. JP

    Jose

    32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

    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!

  6. PM

    Philip

    32ft Classic Sailing Charter on Swedish Sloop for 6 Guests

    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!