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Essex, Massachusetts Boat Rentals & Yacht Charters

Page 1 of 124 listings

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
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
Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamarant!!
Sailing in Gloucester · 6 guests

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

5.0
$225+/hour
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
hourly harbor cruise around historic Salem Sound
Fishing in Salem · 6 guests

hourly harbor cruise around historic Salem Sound

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

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/hour
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
Boston Harbor Cruise with Grady-White 272 Sailfish Yacht
Powerboats in Winthrop · 6 guests

Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

5.0
$200/hour
Fast and Fun Fishing or Cruising Boat | 27' Mako Center Console
Fishing in Winthrop · 6 guests

Fast and Fun Fishing or Cruising Boat | 27' Mako Center Console

New
$200/hour
Luxury Cruise on Holiday Mansion 39 Barracuda in Chelsea
Overnight in Chelsea · 8 guests

Luxury Cruise on Holiday Mansion 39 Barracuda in Chelsea

4.8
$300/hour
Posh Pontoon Tours around Boston Harbor | Up to 9 people
Powerboats in Cambridge · 9 guests

Posh Pontoon Tours around Boston Harbor | Up to 9 people

5.0
$300/hour
Monterey 335 - Enjoy Time on One of the Newest Boats in the Harbor
Events in Boston · 12 guests

Monterey 335 - Enjoy Time on One of the Newest Boats in the Harbor

5.0
$400+/hour
Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
Sailing in Boston · 8 guests

Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

5.0
$550/hour
Instant Book
90min BYOB Private Charter in Boston Harbor up to 16pp Mon-Thu
Events in Boston · 16 guests

90min BYOB Private Charter in Boston Harbor up to 16pp Mon-Thu

5.0
$395/hour
BYOB Public Cruises & Private Charters Boston, Massachusetts
Powerboats in Boston · 26 guests

BYOB Public Cruises & Private Charters Boston, Massachusetts

5.0
$650/hour
35 ' Marlago Center Console in Boston, Massachusetts
Powerboats in Boston · 9 guests

35 ' Marlago Center Console in Boston, Massachusetts

5.0
$200/hour
Luxe 70ft Azimut w/ a Tender, Jet Ski, Seabob and more. Serving North East, USA
Events in Boston · 12 guests

Luxe 70ft Azimut w/ a Tender, Jet Ski, Seabob and more. Serving North East, USA

New
$1,475+/hour
Beautiful 30ft Monterey Sport Yacht: Downtown Boston
Powerboats in Boston · 6 guests

Beautiful 30ft Monterey Sport Yacht: Downtown Boston

5.0
$300/hour
26' Passenger Boat! Custom Cruises for up to 15 passengers!
Events in Boston · 15 guests

26' Passenger Boat! Custom Cruises for up to 15 passengers!

5.0
$325/hour

Essex Reviews

  1. BL

    Bella

    26' Passenger Boat! Custom Cruises for up to 15 passengers!

    June our driver was the sweetest and so thoughtful. Pickup and drop off was seamless. We had the most amazing Saturday night boat ride at sunset around the harbor. Couldn’t have asked for a better experience and cannot recommend this more!

  2. BH

    Betsy

    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

    Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

  3. NL

    Nicole

    Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

    Chuck is awesome! We rented with him for my birthday and had an amazing time. His communication is awesome! The boat is super clean and spacious. The bathroom on board was an amazing plus. 10/10 experience

  4. ke

    katlyn

    Luxury Cruise on Holiday Mansion 39 Barracuda in Chelsea

    We had such a great experience! They were incredibly accommodating, friendly, and easy to communicate with from start to finish. They made everything simple and made sure we had a fantastic time on the water. The whole trip was fun, relaxing, and well organized. We would absolutely book with them again and highly recommend them to anyone looking for a great boat day!

  5. KS

    Kim

    Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

    If I could give the experience 10 stars I would. Chuck was outstanding to work with and made our experience very memorable. We look forward to using him again next time we are in Boston.

  6. JG

    Jeremy

    Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

    We had a wonderful afternoon touring the outer harbor islands, enjoying the lighthouses, spotting seals, and even pulling up lobster traps. Chuck is very friendly and his boat is comfortable and well-equipped. Looking forward to arranging a fishing trip with him in the future.