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Captain

Browse Massachusetts Boat Rentals.

Page 2 of 5116 listings

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

Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

4.9
$119hour
26ft Classic Passenger Boat for Charter! Up to 15 passengers!
Events in Boston · 15 guests

26ft Classic Passenger Boat for Charter! Up to 15 passengers!

4.9
$325hour
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
Mainship 40ft Yacht with Captain in Newburyport
Events in Newburyport · 12 guests

Mainship 40ft Yacht with Captain in Newburyport

5.0
$300hour
Luxury Monterey Bowrider for 8 Passenger
Powerboats in Quincy · 8 guests

Luxury Monterey Bowrider for 8 Passenger

5.0
$350hour
103’ Trilogy Power Mega Yacht Harbor and Islands Charter
Events in Quincy · 12 guests

103’ Trilogy Power Mega Yacht Harbor and Islands Charter

4.7
Superowner
Best of 2023
$750hour
25' Captained Sport Boat Charter in Boston
Powerboats in Boston · 7 guests

25' Captained Sport Boat Charter in Boston

5.0
$200hour
27' Blackfin Center Console in Osterville & Barnstable, Cape Cod
Powerboats in Barnstable · 6 guests

27' Blackfin Center Console in Osterville & Barnstable, Cape Cod

5.0
$350hour
T/T TRILOGY - Experience the ultimate in fishing and relaxation!
Powerboats in Quincy · 6 guests

T/T TRILOGY - Experience the ultimate in fishing and relaxation!

5.0
Superowner
Best of 2023
$199hour
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 12 guests

Slide Pontoon on Candlewood Lake

5.0
$100hour
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
60' Cruising Monohull Ketch in Vineyard Haven, MA
Sailing in Tisbury · 12 guests

60' Cruising Monohull Ketch in Vineyard Haven, MA

5.0
$200-$275hour
 Cruising Fun in Boston and Outer Islands
Powerboats in Boston · 4 guests

Cruising Fun in Boston and Outer Islands

5.0
$100hour
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160hour
29ft Bayliner Cierra Motor Yacht for rent in Boston, Massachusetts
Powerboats in Boston · 5 guests

29ft Bayliner Cierra Motor Yacht for rent in Boston, Massachusetts

5.0
$175hour
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
$150person
26' Brownell Powerboat for 14 people in Newport
Powerboats in Newport · 14 guests

26' Brownell Powerboat for 14 people in Newport

4.9
$285hour
32' Regulator Center Console for Daily or Hourly Charter in Newport
Powerboats in Newport · 6 guests

32' Regulator Center Console for Daily or Hourly Charter in Newport

5.0
$200hour
Sunset Charter for 6 persons - Private 42 trawler- Hyannis Ma. Starts at 6pm
Events in Barnstable · 6 guests

Sunset Charter for 6 persons - Private 42 trawler- Hyannis Ma. Starts at 6pm

5.0
$300hour
⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.
Tours in Winthrop · 8 guests

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

4.7
$300hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
Beautiful 30ft Monterey Sport Yacht: Downtown Boston
Powerboats in Boston · 6 guests

Beautiful 30ft Monterey Sport Yacht: Downtown Boston

5.0
$300hour
Yacht Charter Tours Around Nantucket, MA Onboard 36' Hinckley Motor Yacht
Events in Nantucket · 6 guests

Yacht Charter Tours Around Nantucket, MA Onboard 36' Hinckley Motor Yacht

5.0
$900-$1,100hour
Oldport 26 Yacht Club Launch for charter in Newport RI
Powerboats in Newport · 14 guests

Oldport 26 Yacht Club Launch for charter in Newport RI

5.0
$285hour

Massachusetts Reviews

  1. 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!

  2. 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!

  3. 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.

  4. HU

    Halle

    26ft Classic Passenger Boat for Charter! Up to 15 passengers!

    Highly recommend this boat! The staff were very professional and did a great job at communicating. We had a blast on the water and very appreciative for both the cooler and bluetooth speaker! Seeing Boston from the water was a great experience! I will definitely be rebook!

  5. SE

    Sarah

    26ft Classic Passenger Boat for Charter! Up to 15 passengers!

    Tony was absolutely awesome, I highly recommend booking with him. We chartered his boat for a bachelorette party, and he was the perfect combination of professional and fun! He was on time, had a super clean boat, awesome personality, and provided was everything you’d want for a 2 hour boat ride. The boat excursion was a highlight for the whole weekend, and the group specifically said how cool captain Tony was!

  6. CJ

    Cara

    26ft Classic Passenger Boat for Charter! Up to 15 passengers!

    10/10 would recommend! Tony was such a great captain and was so accommodating with drop off and pick up locations. The 2 hour trip was so worth the money and cheaper compared to other options in the area. It was also great to have the BYOB option. Great trip!