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Kittery, Maine Boat Rentals & Yacht Charters

Page 1 of 124 listings

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
Saltwater Trip in Southern Maine 6-7 am Start- Saturday possible (Inquire)
Fishing in Wells · 3 guests

Saltwater Trip in Southern Maine 6-7 am Start- Saturday possible (Inquire)

New
$149/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
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
$180/day
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
$280/day
17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA
Powerboats in Haverhill · 6 guests

17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA

5.0
$750/day
Fishing Trip in Essex, Massachusetts with Captain Ted
Fishing in Essex · 6 guests

Fishing Trip in Essex, Massachusetts with Captain Ted

New
$100+/hour
Beautiful  Like New Rinker Fiesta Vee 31' Cruiser
Powerboats in Gloucester · 6 guests

Beautiful Like New Rinker Fiesta Vee 31' Cruiser

New
$175+/hour
17’Bayliner Bow rider-Summer Fun☀️
Powerboats in New Hampshire · 8 guests

17’Bayliner Bow rider-Summer Fun☀️

5.0
Snoozed - Active 16 Sep 2026
Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

5.0
$225+/hour
Large Group Experience : Private Events  in Gloucester, Massachusetts
Events in Gloucester · 46 guests

Large Group Experience : Private Events in Gloucester, Massachusetts

5.0
$499+/hour
Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!
Sailing in Gloucester · 60 guests

Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!

New
$1,200+/hour
Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/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
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
Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts
Sailing in Salem · 6 guests

Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

5.0
$550/hour
Full Day Bluefin Tuna Fishing Charter
Fishing in Salem · 6 guests

Full Day Bluefin Tuna Fishing Charter

New
$260/hour
50ft Viking Half Day Bottom Fishing Charter
Fishing in Salem · 6 guests

50ft Viking Half Day Bottom Fishing Charter

New
$250/hour
hourly harbor cruise around historic Salem Sound
Fishing in Salem · 6 guests

hourly harbor cruise around historic Salem Sound

5.0
$400/hour
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/hour
Hobie outback 2022 ocean fishing kayak
Adventures in Massachusetts · 1 guest

Hobie outback 2022 ocean fishing kayak

New
$300/day
28ft Sea Ray 280 Sundancer Cruise Around Boston Harbor from Lynn
Powerboats in Lynn · 12 guests

28ft Sea Ray 280 Sundancer Cruise Around Boston Harbor from Lynn

New
$150/day
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

Kittery Reviews

  1. Peter

    Peter

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    My wife and I had a great time taking out Matt’s Sunfish sailboat! He was there to greet us and help prepare the boat, and he had great recommendations for where in the lake to find the best sailing conditions. His sunfish is well maintained and sailed great. I would love to rent his Sunfish again next summer!

  2. FD

    Fernand

    10 Person Godfrey Sweetwater Tritoon in Kingston, NH

    This was my second time renting Will's boat and everything was as smooth as can be. He communicates well and makes the pickup and dropoff process a breeze. The boat is well maintained and fully equipped for a good time. I highly recommend renting from him.

  3. MP

    Margaret

    10 Person Godfrey Sweetwater Tritoon in Kingston, NH

    Bill was great to work with - excellent communication, boat was as described, pick up & drop-off went smoothly & the price for the week was very reasonable. We will definitely rent from him again if we come back next year. Highly recommend renting from Bill.

  4. CM

    Charneyee

    Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

    One word! Amazing. Hospitality, equipment. Boat, just beautiful. Me and my family enjoyed every moment. Thank you Capt. Lu 20/10

  5. BA

    Bruce

    17’Bayliner Bow rider-Summer Fun☀️

    Smooth pickup and dropoff, great boat for tubing and waterskiing

  6. PZ

    Payam

    17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA

    We had tons of fun wakeboarding tubing and skiing for two long days. He made sure we were having a good time. He was flexible, punctual, easy to reach, super friendly and delivered on all his promises. We would love to rent his boat again in our future vacations.