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Fishing Charters
Let a captain do the driving while you do the fishing
$100-$500
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$300-$1,150
Sailboats
Set sail with these traditional wind-powered boats
$150-$1,150
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$400-$500
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!
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!
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.
Ofelia
Charter On 42ft Post Marine Yacht In Boston, Massachusetts
We had the best time on Don’s boat, he was very prompt and quick to answer all of my many questions leading up to the day and provided wonderful service and a great time while we were out on the water. We brought our own drinks but they had a massive cooler with plenty of ice for us to utilize, even refilling drinks and bringing them up to us at the front of the boat. They also provided plenty of snacks for us which was a great surprise, option to connect phone to speaker and play music, and so easygoing with our crew. It was such a fun experience, especially for a birthday and we can’t wait to do it again, everyone raved about it!
Johnathan
Charter On 42ft Post Marine Yacht In Boston, Massachusetts
Don and Tara provided our group of 6 a fantastic day out on the boat. From the moment we arrived they were both so nice and provided us with everything we needed to enjoy our experience. We appreciated the hospitality with a continuous supply of food, snacks and beverages while also being able to store our own refreshments. Would love to book again if back in area.
VS
Vivek
Charter On 42ft Post Marine Yacht In Boston, Massachusetts
Don and Tara were simply the best Boston has to offer! I could not have asked for a better Captain and Crew than both of you to celebrate my bachelor party! My groomsmen and I were so grateful for the food, drinks, and overall vibes of the entire trip. You came in the clutch when there was a last minute cancellation and were flexible with my group in accommodating the right timing. I am grateful and look forward to connecting in the future! Absolutely recommend for the future!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!