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Rockport, Massachusetts Boat Rentals

Enjoy Fishing In Gloucester, Massachusetts With Captain Dana
Fishing in Gloucester · 4 guests

Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

4.9
$119hour
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-$1,300hour
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-$225hour
Large Group Experience : Private Events  in Gloucester, Massachusetts
Events in Gloucester · 46 guests

Large Group Experience : Private Events in Gloucester, Massachusetts

New
$499-$699hour
Sail with us aboard ARTEMIS in Gloucester MA and New England
Sailing in Gloucester · 6 guests

Sail with us aboard ARTEMIS in Gloucester MA and New England

5.0
$250hour
Water Ski/Tubing/Wakeboard with Driver/Instructor
Powerboats in Gloucester · 5 guests

Water Ski/Tubing/Wakeboard with Driver/Instructor

New
$145hour
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
$498-$550hour
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$150hour
Robalo R222 Center Console Rental in Newburyport, MA
Powerboats in Newburyport · 5 guests

Robalo R222 Center Console Rental in Newburyport, MA

New
$100hour
Mainship 40ft Yacht with Captain in Newburyport
Events in Newburyport · 12 guests

Mainship 40ft Yacht with Captain in Newburyport

5.0
$300hour
Shark Fishing in Newburyport, Massachusetts
Fishing in Newburyport · 6 guests

Shark Fishing in Newburyport, Massachusetts

New
$124-$133hour
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
$286-$650day
⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.
Tours in Winthrop · 8 guests

⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

4.7
$300hour
A Real Vibe On Boston Harbor! Rent the Regal Commodore 2760 Motor Yacht!
Events in Winthrop · 6 guests

A Real Vibe On Boston Harbor! Rent the Regal Commodore 2760 Motor Yacht!

5.0
Superowner
$325hour
34 ft Sea ray Sun-dancer Yacht in Boston for rent
Events in Winthrop · 8 guests

34 ft Sea ray Sun-dancer Yacht in Boston for rent

New
$325hour
48 ft Motor Yacht Elixir
Events in Winthrop · 6 guests

48 ft Motor Yacht Elixir

4.9
Superowner
$375hour
38' Power downeast cruiser in Hull
Events in Hull · 6 guests

38' Power downeast cruiser in Hull

New
$180hour
40ft Pursuit Express Motor Yacht in Boston
Events in Boston · 6 guests

40ft Pursuit Express Motor Yacht in Boston

New
$300hour
Book the Classic Bertram 26 Open Sport Motor Yacht in Boston, Massachusetts
Powerboats in Boston · 6 guests

Book the Classic Bertram 26 Open Sport Motor Yacht in Boston, Massachusetts

5.0
$150hour
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-$500day
Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
Sailing in Boston · 6 guests

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

New
$500hour
Luxury Yacht Boston Harbor Sunset Cruise and Boat Tours
Events in Boston · 6 guests

Luxury Yacht Boston Harbor Sunset Cruise and Boat Tours

5.0
$225hour
Cycleboat Boston BYOB Public Cruises & Private Charters Boston, Massachusetts
Powerboats in Boston · 26 guests

Cycleboat Boston BYOB Public Cruises & Private Charters Boston, Massachusetts

5.0
$69person
Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

New
$175-$220hour

Rockport Reviews

  1. Kara

    Kara

    48 ft Motor Yacht Elixir

    Daniel you was amazing and the trip was just what I expected for my boyfriend’s birthday activity. Would definitely book again!

  2. TB

    Tiffany

    48 ft Motor Yacht Elixir

    Super friendly and easy going captain. Great hospitality so all was more fun than expected. Will definitely book again !!

  3. JB

    Jeff

    Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

    I didn’t know what to expect using an app for a fishing charter, but boy did Captain Dana deliver! Every aspect of the trip was spot on. Captain Dana is a local to Gloucester his entire life and the only thing more impressive than the tidbits of historical information he provided, was the amount of fish he put us on the entire trip. We limited out with plenty of time left to catch and release several more. I’ve been stripper fishing in several of the best locales and our experience with Captain Dana was the best striped bass fishing I’ve done. Live baits around the the beautiful rock formations and expert instructions and great company, set up for an amazing day. Thanks a million Captain, we will be booking you again!

  4. JT

    Jessica

    Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

    My husband and I had a fabulous day out at sea with Captain Dana! Dana is super knowledgeable and full of fun facts about Gloucester and the surrounding areas. For first time fishers, he was very patient with us and taught us everything we needed to know - and we ended up catching over a dozen mackerel for bait and 4 nice sized striped bass. On top of that, Dana was authentically New England and just the nicest guy. A great experience and we hope to do it again soon!

  5. KM

    Keith

    Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

    Great trip! Captain Dana took us to a school of pogies where we snagged a bunch to use as bait and then caught three large stripers, all in the 38" range. Dana is an interesting guy who also patiently answered all our questions about the fishing industry, Gortons, and life in Cape Ann in general. He's been the area his entire life and has his captain's license. We felt confident we were in good hands.

  6. David

    David

    Sail with us aboard ARTEMIS in Gloucester MA and New England

    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.