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Manchester-by-the-Sea, Massachusetts Boat Rentals & Yacht Charters

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
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
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 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
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
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/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
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

4.9
$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
Harbor Breeze Boston — 21ft Key West 21 Dual Console Boat
Powerboats in Cambridge · 8 guests

Harbor Breeze Boston — 21ft Key West 21 Dual Console Boat

New
$250/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
35 ' Marlago Center Console in Boston, Massachusetts
Powerboats in Boston · 9 guests

35 ' Marlago Center Console in Boston, Massachusetts

5.0
$200/hour
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
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
36' Ellis Downeast Cruiser/Fishing Boat
Fishing in Hull · 6 guests

36' Ellis Downeast Cruiser/Fishing Boat

New
$175/hour
30 Intrepid, Discover Boston Harbor and islands in comfort.
Powerboats in Hull · 6 guests

30 Intrepid, Discover Boston Harbor and islands in comfort.

5.0
$144+/hour

Manchester-by-the-Sea Reviews

  1. Jen

    Jen

    Cal 36 Sailboat Rental in Marblehead, Massachusetts

    My sister and I had a wonderful time with Captain Allan and we had perfect weather all day. He was very knowledgable about the local area and a very skilled captain, making us feel comfortable throughout the whole experience. We played music and had such a great time talking with him. Would absolutely recommend and definitely use Captain Allan again.

  2. CB

    Cayla

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

    Captain Phil and first mate Freddy were amazing! The cruise was so much fun and made for such a great experience for my birthday and all our friends. I corresponded with Victor who was so polite and helpful. Book them - you will have the best time!

  3. TA

    Taylor

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

    We celebrated my birthday on this boat for 2 hours (night cruise definitely recommended), and we thoroughly enjoyed it! Todd was the best captain, as he drove us to spots with the best backgrounds for photos, blasted our Bluetooth music, and was great at communicating beforehand.

  4. VL

    Vincent

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

    I booked a trip for my niece and nephew to scatter their mom's (my sister's) ashes. They were very pleased with the service, and it was a perfect day. Communication was fantastic, and the crew was very receptive to their needs. Don't hesitate to book with them!

  5. William

    William

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

    2nd sail w/ Rick & Deb. They are warm and entertaining hosts and their boat is a beauty. Wonderful sail last night and we were lucky to catch some wind and get up to 8 knots. A delicious charcuterie board was included. Highly recommend sailing the Artemis with Rick & Deb.

  6. David

    David

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

    Rick and Deb create an unmatched experience. Once someone experiences 64’ and multiple sails propelling one through the water…. The comforts, viewing and lounging locations onboard…and the company/conversation with the captain/first mate (Rick and Deb). Anyone will consider this one of the greatest values and investments in experience they have made in a long time. Highly recommend.