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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
Shark Fishing in Newburyport, Massachusetts
Fishing in Newburyport · 6 guests

Shark Fishing in Newburyport, Massachusetts

5.0
$124+/hour
Mainship 40ft Yacht with Captain in Newburyport
Events in Newburyport · 12 guests

Mainship 40ft Yacht with Captain in Newburyport

5.0
$300/hour
Robalo R222 Center Console Rental in Newburyport, MA
Powerboats in Newburyport · 5 guests

Robalo R222 Center Console Rental in Newburyport, MA

5.0
$100/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
17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA (delivery available)
Powerboats in Haverhill · 8 guests

17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA (delivery available)

5.0
$650/day
Enjoy Fishing In Gloucester, Massachusetts With Captain Dana
Fishing in Gloucester · 4 guests

Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

4.9
$119/hour
Large Group Experience : Private Events  in Gloucester, Massachusetts
Events in Gloucester · 46 guests

Large Group Experience : Private Events in Gloucester, Massachusetts

New
$499+/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
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
$1,150+/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' Schooner yacht in Salem, Massachusetts
Sailing in Salem · 6 guests

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

5.0
$550/hour
50ft Viking Half Day Bottom Fishing Charter
Fishing in Salem · 6 guests

50ft Viking Half Day Bottom Fishing Charter

New
$250/hour
Full Day Bluefin Tuna Fishing Charter
Fishing in Salem · 6 guests

Full Day Bluefin Tuna Fishing Charter

New
$260/hour
The perfect cover up is 'The Alibi' - Viking 47 Convertible Yacht
Fishing in Salem · 6 guests

The perfect cover up is 'The Alibi' - Viking 47 Convertible Yacht

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
$150/hour
Hobie outback 2022 ocean fishing kayak
Adventures in Massachusetts · 1 guest

Hobie outback 2022 ocean fishing kayak

New
$45/hour
1994 Regal Ventura - Tour Your Favorite Lake/River in Southern NH
Powerboats in New Hampshire · 6 guests

1994 Regal Ventura - Tour Your Favorite Lake/River in Southern NH

New
$200+/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
Scenic, History, and  Fishing Charters out of Casco Bay
Tours in South Portland · 6 guests

Scenic, History, and Fishing Charters out of Casco Bay

5.0
Snoozed - Active 03 May 2025

Kittery Reviews

  1. MM

    Monica

    Sailing Adventure Aboard 44' Hunter Sailboat

    I cannot rave more about how AMAZING our experience was with Geoff! 1000 stars! It was absolutely beautiful and he made sure we had the best view of the sunset. We booked with him for an engagement photoshoot and he was super professional, fun, and incredibly helpful throughout helping us get the perfect shots. I’d recommend booking with Geoff for any occasion. I will definitely book again! Thanks Geoff!

  2. GT

    George

    Sailing Adventure Aboard 44' Hunter Sailboat

    Geoff was awesome! His sailboat was very clean and he was very accommodating. My wife and I went out to watch the sunset in Portsmouth and the itinerary was perfect. Geoff was really pleasant and we’ll definitely book with him again.

  3. Tom

    Tom

    Mainship 40ft Yacht with Captain in Newburyport

    40th Birthday Bash We celebrated my wife’s 40th Birthday with 10 of us taking a sunset cruise up and down the Merrimack River and by Plum Island. Our hosts were great . From the minute we stepped on the dock Don was trying to assist us in every way possible. His primary goal was that we had the best time. The boat was very comfortable and clean, and my wife could not of been happier with the night’s festivities. I would definitely recommend this to anyone and I look to do it again soon.

  4. MP

    Madeline

    Mainship 40ft Yacht with Captain in Newburyport

    Donald and his wife were amazing! We had a bachelorette party and they made sure we had a safe time and allowed for us to bring food a beverage on board while taking amazing photos! They accommodated our want to swim and gave us a smooth ride! Highly recommend!!

  5. HM

    Hayley

    Mainship 40ft Yacht with Captain in Newburyport

    Hi! Don't think twice about booking with Donald, just go ahead! I had never even heard of this website, let alone book on it, and Donald had a brand new listing, and therefore no reviews at the time. We were a bit nervous to book a 7 hour trip at first, but he answered all of our questions and made us feel at ease - and we are SO GLAD we booked with him. We had a really special event planned for our baby girl's 3rd birthday, and he and his wife really went out of their way to make it memorable. They treated our daughter like a queen, and made the entire day a blast. The itinerary was perfect, amenities ample, and accommodations clean and comfortable. They're fun, happy, thoughtful, safe, inclusive, and professional people. Besides them clearly just being kind human beings, what really struck us was the level of safety they practiced. No joke - Donald watched like a hawk whenever any of our guests had to walk near the edges/railings of the boat, and when we were out swimming. I couldn't believe the amount of attention he gave us when we were near possible danger. What a wonderful day, and wonderful people! 🩵 Thank you guys!!

  6. AH

    Audrey

    Mainship 40ft Yacht with Captain in Newburyport

    Donald was a great host! He was so welcoming and very accommodating. He also had great communication throughout the time of booking up until the trip, and answered all of our questions! The boat was extremely clean and spacious. We had a party of 7 and had a great time!