We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Review Highlights
Great for boating

We rented a cottage with access to Little Pleasant Bay in August 2018. Almost every day we went out... read more

Reviewed September 3, 2018
Teri_12
,
New York City, New York
via mobile
Visit on the Water

We recently traveled by boat from Outermost Harbor in Chatham up through Pleasant Bay up to Little... read more

Reviewed August 31, 2017
Beachbilly
,
Washington DC
Read all 9 reviews
3
All photos (3)
Full view
Traveller Overview
  • Excellent89%
  • Very good11%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“boating”(2 reviews)
“boats”(2 reviews)
“chatham”(2 reviews)
About
Local Weather
Powered by Weather Underground
-6°
Feb
-3°
Mar
Apr
Contact
Orleans, MA
Website
Improve This Listing
Reviews (9)
Filter reviews
9 results
Traveller rating
8
1
0
0
0
Traveller type
Time of year
LanguageEnglish
8
1
0
0
0
Show reviews that mention
All reviews boating boats chatham beaches water seals
FilterEnglish
Updating list...
Reviewed September 3, 2018 via mobile

We rented a cottage with access to Little Pleasant Bay in August 2018. Almost every day we went out on our kayak and SUP to explore nearby islands, little coves and small hidden beaches. Despite many motor boats it's still very peaceful and relaxing. Saw...More

Date of experience: July 2018
Thank Teri_12
Reviewed August 31, 2017

We recently traveled by boat from Outermost Harbor in Chatham up through Pleasant Bay up to Little Pleasant Bay. Round trip is about 16 miles. It is amazingly scenic. The ocean cuts are amazing; the seals, amusing; the fish pier, dramatic; the navigation requires knowledge,...More

Date of experience: July 2017
Thank Beachbilly
Reviewed September 29, 2016

Little Pleasant Bay backs to The Cove Motel where I stayed for two nights while attending a wedding at Wequasett CC. The Motel definitely adds this as one of the reasons to stay there with a walk to the Bay, and during the summer I...More

Date of experience: September 2016
Thank John S
Reviewed November 2, 2015

We took the drive from Orleans center on RT 28 along the coast, past Pleasant Bay and on into Chatham, to Chatham Light house. It has to be rated as a top scenic drive, especially at sunrise. Stop the car and walk to one of...More

Date of experience: October 2015
1  Thank happytoberetired
Reviewed August 5, 2015

The visitors center in Orleans recommended the beach here, and we enjoyed two afternoons here. Our 6 and 9 year old kids loved looking for sea creatures, rocks, and shells. We found a horsehoe crab, dozens of snails and hermit crabs, and several small crabs....More

Date of experience: July 2015
Thank z28colt
Reviewed July 1, 2015

Stayed on Pleasant Bay with its nature walks, oyster fishing boats, and marvelous salt marshes is one reason to travel half way across the U.S. Only come if you are willing to appreciate and protect it in its natural state. It is a magical place...More

Date of experience: June 2015
2  Thank 488DianeS
Reviewed June 22, 2015

Stayed at A Little Inn on Pleasant Bay and took wedding morning sunrise photos for the newlyweds. Spectacular setting and the sunrise was perfect for photographing.

Date of experience: June 2015
2  Thank pawibby
Reviewed June 20, 2015

There is nowhere quite like this bay! Peaceful, beautiful and fascinating. Hard to beat! Great kayaking, boating and swimming. Brackish water so it is way warmer than the ocean beaches. Lots of marine life and several beautiful little islands. Great fishng too! Most of the...More

Date of experience: June 2015
Thank EbbyThach
Reviewed April 24, 2015

Both Big and Little Pleasant Bays are great places to go for the day. Beaches are small and rustic. Water is warm and can be shallow, which can make for accidental groundings in small sailboats. But, what a breeze to jump off and get going...More

Date of experience: April 2015
1  Thank YankeeTraveler843
View more reviews
Questions & Answers
Get quick answers from Little Pleasant Bay staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Submit
Posting guidelines