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We found great results, but some are outside Osterville. Showing results in neighboring cities.
Limit search to Osterville.
from $79.00*
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Stand Up & Paddle Cape Cod
#1 of 1 Boat Tours & Water Sports in Osterville
Scheduled a private tour with Amy and though it was a very windy day, Amy did a great job locating a gorgeous lake which was perfect for the kids and adults to try paddle boarding for the first time.
Amy was super helpful from the start- very clear details about where to meet- she has a thorough knowledge of the best ponds/ lakes to visit across Cape Cod, depending on the weather/ conditions and how busy etc.
Bay Spirit Tours Hyannis 5.7 mi away
#1 of 16 Boat Tours & Water Sports in Hyannis
I highly recommend this tour with Captain Bob and our tour guide, Alberto was very informative on the history of many areas which included lighthouses, Kennedy compound and more.
Did this trip yesterday, a spur of the moment decision, highly recommend it; we were treated to lots of fascinating info about the area, really enjoyed the experience.Thank you.
Peace Love SUP Mashpee 5.9 mi away
#1 of 3 Boat Tours & Water Sports in Mashpee
It was a blast and so easy to sign up for online, I highly recommend using Peace Love SUP to learn how to paddle board.
Amy is very knowledgeable about SUP techniques, equipment and intriguing locales to explore.
Hyannis Whale Watcher Cruises Barnstable 7.1 mi away
#1 of 7 Boat Tours & Water Sports in Barnstable
Great boat, wonderful crew, knowledgeable guy and... fantastic whales We enjoyed a great afternoon, coming so close to the whales it was amazing The cruise was also super nice... it was great riding through the ba...
We were all thrilled at seeing 3 humpback whales, one of which was a calf that breached multiple times, two finback whales, and a pod of dolphins including babies!
RideAway Adventures Sandwich 8.0 mi away
#1 of 4 Boat Tours & Water Sports in Sandwich
And Wayne is a great guide: knowledgeable about the birds, plants, and history of the area as well as great at making sure everyone was together and felt in command of their kayaks.
As first time kayakers, we were a bit apprehensive, but Mike put us as ease and soon we were off.
Shark Shark Tuna Fishing Charters South Yarmouth 8.7 mi away
#1 of 6 Boat Tours & Water Sports in South Yarmouth
He has won awards of excellence from TripAdvisor and has one of the highest rankings on Cape Cod on yelp, but beyond that trust your intuition and know that your perfect day awaits you with Captain Shane and Shark...
Had a blast on shark shark tuna was great time with a couples friends Shane was very informative and definitely knows his stuff when it comes to putting you on to fish we definitely came back with some beauty’s we...
Hy-Line Cruises - High Speed Ferry Service Hyannis 5.7 mi away
#2 of 16 Boat Tours & Water Sports in Hyannis
Booked high speed ferry from Hyannis to Nantucket Worked like clockwork there and back All on time very efficient Ferry clean, aircon and plenty of amenities We booked the captains view seats in advance (a few dol...
The various boats and lighthouses are great photo ops! Beautiful day to enjoy nature!
RideAway Adventures Mashpee 6.1 mi away
#2 of 3 Boat Tours & Water Sports in Mashpee
I had the privilege of being guided by Will on a private kayak tour around Popponnessett Island and along the Mashpee River.As well as being very informative, the whole experience was relaxed and delightful.
Outstanding counselor, well planned activity involving kayaking and paddle boarding, and a real effort to make the kids feel great.
Mocean Cape Cod Mashpee 5.5 mi away
#3 of 3 Boat Tours & Water Sports in Mashpee
Ryan and Darcy through Mocean have create a fun and exciting shopping experience and the professionalism and commitment through their paddle board and kayak tour is amazing.
Great store!! Always have new, unique and well known brands with each season!! Great staff and knowledgeable
Hy-Line Cruises Hyannis 5.7 mi away
#3 of 16 Boat Tours & Water Sports in Hyannis
The tour guide who gives the narration is very knowledgeable and gives a lot of interesting facts about the current harbor and the history
Boarding the ship was quick, the ride over to MV was picturesque and smooth, we departed ship at Oaks Bluff, MV, staff pointed the way to the tour bus which was just up a small hill in next parking lot.
Sail When and If Salem 5.7 mi away
#4 of 9 Boat Tours & Water Sports in Salem
Mates Sam and Dustin and Captain Sean provided wonderful background on the boat, shared their unique adventures with guests,served wine and cheese, and made it an evening to remember!
Captain was very knowledgeable and the crew (George and Cat) were quick and efficient with the schooner as well as very attentive to us.
Helen-H Deep Sea Fishing - Day Tours Hyannis 5.8 mi away
#4 of 16 Boat Tours & Water Sports in Hyannis
Caught more fish on the Angler than on the H, Sidney alot better looking than Matt and she skins fish like a pro, Travis put us on the fish, and Sam has a lot of patience with the kids.
The captain was really friendly and showed us instruments and made sure to point out cool stuff like a research buoy.
Cape Rib Tours Hyannis 5.5 mi away
#5 of 16 Boat Tours & Water Sports in Hyannis
Once we came up to the area, the captain did a perfect job getting us close to the whales while the biologist educated us with interesting facts about the whales, their breeding and feeding routines, and how to sp...
Multiple humpbacks displayed their flukes while diving back into the sea!! Treat yourself this summer to a whale watch with the friendly Cape Rib Tours!!
Cape Cod Duckmobiles Hyannis 5.5 mi away
#7 of 16 Boat Tours & Water Sports in Hyannis
The tour guides were funny and very helpful with suggestions of where to go afterwards for lunch and where free parking was.
Our tour guide and captain had an excellent repartee and were very funny together.
Kid's Fishing Hyannis 5.5 mi away
#9 of 16 Boat Tours & Water Sports in Hyannis
... in the back and it's a quick 5-minute ride to the harbor where you splash down head to a spot in the harbor, where you anchor and use bait to catch small fish like Scup, Sea Bass and Sea Robins, and Sand Sharks!
Fish weren't biting, so the captain of the boat moved it twice just so give us more opportunity to catch a fish.