Orleans Family Boating Adventure and Tour
Experience an Authentic Boating Adventure in Orleans Massachusetts with JP’s Boating Adventures

MA
people
1 participant
hours
- • Sail Through Beautiful Pleasant Bay in Orleans, MA
- • Embark on a 4 to 8 Hour Family Boating Adventure
- • Experience the Best Value Private Boat Charter on Cape Cod
Why We Love This Unique Experience
Embark on the ultimate aquatic adventure with a Private and Fully Customizable Cape Cod Dream Boating Experience, where unforgettable memories await on the tranquil waters of Cape Cod. This exclusive excursion allows everyone to tailor every aspect of the journey, ensuring it is an exceptional day out for families, couples, or friends. Explore the beauty and charm of the Cape in a uniquely personal way, perfect for anyone looking to escape the everyday hustle and bustle.
During this immersive boating experience, guests can navigate the stunning landscapes of Pleasant Bay, known for its picturesque views and rich marine ecosystem. Optional arrangements include visiting iconic landmarks like Chatham Lighthouse, the lively Chatham Pier Fish Market, and even wildlife-rich destinations like Monomoy National Wildlife Refuge. With flexible durations ranging from four to eight hours, adventure-seekers can choose how to spend their time—whether it’s fishing, swimming, or simply soaking in the sun. Every detail can be customized, making it an experience designed specifically to cater to personal interests and passions.
Nothing compares to the joy of sailing through the stunning waterways of Cape Cod, making this customizable boating adventure a perfect gift for any occasion. Celebrate special moments, milestones, or simply the gift of time spent together on the water. Treat friends, family, or even oneself to a day full of laughter, exploration, and lasting memories—all while surrounded by Cape Cod's breathtaking natural beauty.
Check Availability & Book
Experience Overview:
Private And Fully Customizable Cape Cod Dream Boating AdventureJP’s Boating Adventures is an owner-operated family charter boating company, founded by CAP’n JP (aka Jaffrie Perrotti), with the goal of providing guests with an authentically SALTY family boating experience at a modest cost...JP has the 'best value' of any private boat charter on the Cape!!!
Meeting Point
P2HC+G3 Orleans
P2HC+G3V Orleans, MA, USA
The Captain will contact you with specifics regarding meeting spot...it is dependent on tides and weather.
What to expect:
Duration: between 4 hours and 8 hours, 20 minutes
Little Pleasant Bay
, , Orleans, Massachusetts
Pleasant Bay is the largest contiguous bay along the Cape Cod National Seashore. It is located along the towns of Orleans, Chatham, Harwich, and a small part of Brewster.
30 minutes
Cape Cod National Seashore
99 Marconi Site Rd, , Truro, 02667, Massachusetts
"A man may stand there and put all America behind him." Henry David Thoreau
The great Outer Beach described by Thoreau in the 1800s is protected within the national seashore. Forty miles of pristine sandy beach, marshes, ponds, and uplands support diverse species. Lighthouses, cultural landscapes, and wild cranberry bogs offer a glimpse of Cape Cod's past and continuing ways of life.
This is also a fishing ground for stripers and blues.
There is also and option to visit the beach.
1 hour
Chatham Pier Fish Market
45 Barcliff Avenue Extension, , Chatham, 02633-2303, Massachusetts
Opened in 1946, the Chatham Fish Pier has been a staple of the town for decades with its remarkable views of the Atlantic.
One of the biggest draws to visiting the fish pier in Chatham is that it’s a great place to see seals! As boats pull into the pier after a long day of fishing, the seals know that it is time to eat.
Waiting patiently, the seals swim near the fishing boats or the pier hoping for scraps off the deck from the day’s catch.
30 minutes
Chatham Lighthouse
37 Main St, , Chatham, 02633-2419, Massachusetts
The Chatham Lighthouse is featured in the film The Finest Hours depicting the US Coast Guard's rescue of the SS Pendleton in 1952 off the coast of Chatham. All four of the Coast Guard crew received the Coast Guard's Gold Lifesaving Medal.
Today, the former keeper's house is an active U.S. Coast Guard station, and on-duty personnel living quarters. Search and Rescue, maritime law enforcement, and Homeland Security missions are carried out here. Flotilla 11-01 of the U.S. Coast Guard Auxiliary operates from this station.
15 minutes
Monomoy National Wildlife Refuge
30 Wikis Way, on Morris Island, Chatham, 02633-2557, Massachusetts
Sand stretches for eight miles off the elbow of Cape Cod, forming the barrier islands of Minimoy, North Monomoy, and South Monomoy, along with numerous islets and shoals. The Refuge consists of varied habitats of oceans, salt and freshwater marshes, dunes, and freshwater ponds.
This is also our primary fishing grounds for striper and blues (may also run into a great white shark or two)!!!
There is also and option to visit the beach.
1 hour
Nantucket
Nantucket, Massachusetts
There is an option to extend or customize the trip to head offshore for Nantucket, where one can search out different species of fish, or visit to historic Nantucket Harbor and it's Historical Downtown.
3 hours, 20 minutes
Details & Important Info
Additional Experience Details & Important Information
Infants and small children can ride in a pram or stroller
Service animals allowed
Specialized infant seats are available
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Travelers should have at least a moderate level of physical fitness
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
Organized by
JP
Product SKU: US-44239-0001
Orleans Boating Adventures on Pleasant Bay
MA
people
1 participant
hours
- • Sail Through Beautiful Pleasant Bay in Orleans, MA
- • Embark on a 4 to 8 Hour Family Boating Adventure
- • Experience the Best Value Private Boat Charter on Cape Cod
Best Experience Providers
Our Activity Partners are highly rated and experts in what they do, guaranteeing you an unforgettable experience.
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