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Kittery, Maine Boat Rentals

Page 1 of 124 listings

Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

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
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
Instant Book
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
17’Bayliner Bow rider-Summer Fun☀️
Powerboats in New Hampshire · 8 guests

17’Bayliner Bow rider-Summer Fun☀️

New
$500/day
Charter a 45ft Boat in Gloucester – Perfect for Parties, Tours & Swims
Events in Gloucester · 31 guests

Charter a 45ft Boat in Gloucester – Perfect for Parties, Tours & Swims

New
$400+/hour
Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

New
$175+/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
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
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
Instant Book
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
2 hour harbor cruise around historic Salem Sound
Fishing in Salem · 6 guests

2 hour 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
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
Private Charter in Boston Aboard Our Sleek 34ft Sea Ray Yacht
Events in Winthrop · 10 guests

Private Charter in Boston Aboard Our Sleek 34ft Sea Ray Yacht

New
$325/hour
34ft Sea Ray Motor Yacht in Boston for Rent
Events in Winthrop · 10 guests

34ft Sea Ray Motor Yacht in Boston for Rent

4.7
$325/hour
Cruise Boston in this baby 34ft Sea Ray Motor Yacht
Events in Winthrop · 10 guests

Cruise Boston in this baby 34ft Sea Ray Motor Yacht

New
$325/hour

Kittery Reviews

  1. Brad

    Brad

    Cal 36 Sailboat Rental in Marblehead, Massachusetts

    We had a great day on the water with Captain Alan. Highly recommend this charter. Captain Alan is a knowledgeable and affable sailor. The trip consisted of myself and my wife, our twenty two year old daughter, and her two friends; the boat was easily accommodated all of us, Captain Alan and his first mate. Highly recommend Marblehead and the North Shore area for convenient and scenic sailing. We were even able to swim off the boat. Great day!

  2. PH

    Paige

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    Had a great day out on Matthew’s lovely sunfish. Matt was very communicative and also offered us an alternative activity in case of no wind. Thankfully, the wind filled and my mom and I had a great day of sailing on beautiful MerryMeeting Lake! Matt was very pleasant to talk with and answered all of our questions about the area and the boat. We will definitely be back and would encourage others to rent this boat from Matt!

  3. WF

    William

    Cal 36 Sailboat Rental in Marblehead, Massachusetts

    Outstanding captain, flexible schedule, based on wind conditions. Knowledgeable captain, plan b to view the seals during calm wind conditions, that kept my grandsons (8,10) entertained. First mate Mable , very helpful, both with the boat and the boys.

  4. Joan

    Joan

    Cal 36 Sailboat Rental in Marblehead, Massachusetts

    Our party of 4 really enjoyed our sail. Captain Allen and first mate Mable were accommodating and nice. Captain Allen is an exceptional sailor and super chill. Highly recommend.

  5. KG

    Karla

    34ft Sea Ray Motor Yacht in Boston for Rent

    I spent my birthday with my friends on this boat and everything was great! My friends and I were able to enjoy the weather and swim in the water! The captain was very kind and very good communication.. the music, the atmosphere and everything!!

  6. CS

    Candace

    Cal 36 Sailboat Rental in Marblehead, Massachusetts

    Captain Allen and his crewmate Mable were great! They were very kind and accommodating And easy-going. Even in the pouring rain, they made our trip go well. I would highly recommend them.