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Outer Cape Sailing

Town Pier, Wellfleet, MA 02667
+1 508-237-4012
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Review Highlights
Harbor Sunset Cruise

Despite little wind, we enjoyed our sunset harbor cruise. The captain made the cruise enjoyable... read more

Review collected in partnership with this attraction

Reviewed 3 days ago
driester7
Wonderful time, Gary's so kind and knowledgeable!

My friends and I had a wonderful time sailing with Gary on the afternoon sail. He's very kind... read more

Reviewed 4 days ago
Shivanij22
,
Cambridge, United Kingdom
via mobile
Read all 47 reviews
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Daysail or Sunset sail in scenic Wellfleet Harbor with Coast Guard licensed captain. Go ashore on Great Island for picnics, beachcombing, or swimming. Sailing lessons with US Sailing certified instructor. Affordable, private, and fun. "Not Your Typical Cocktail Cruise." Since 2004.
  • Excellent98%
  • Very good0%
  • Average2%
  • Poor0%
  • Terrible0%
Travelers talk about
“captain gary” (6 reviews)
“day sail” (3 reviews)
Open Now
All hours
Hours Today: 8:30 AM - 8:30 PM
Suggested Duration: 2-3 hours
LOCATION
Town Pier, Wellfleet, MA 02667
CONTACT
Website
+1 508-237-4012
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Reviews (47)
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1 - 10 of 47 reviews

Reviewed 3 days ago

Despite little wind, we enjoyed our sunset harbor cruise. The captain made the cruise enjoyable with interesting facts and stories about the harbor and surrounding area.

Review collected in partnership with this attraction
Thank driester7
Reviewed 4 days ago via mobile

My friends and I had a wonderful time sailing with Gary on the afternoon sail. He's very kind, easygoing, and knowledgeable about animals, sea creatures and seashells, local history, sailing, and travel in general. I'd highly recommend Outer Cape Sailing to anyone because it's affordable,...More

Thank Shivanij22
Reviewed 1 week ago

This sailing excursion was all we had hoped for. Captain Gary was very welcoming and knowledgeable. He answered our many questions about sailing technique, terminology and even let our son handle the jib lines. To top it all off, we anchored on a secluded beach...More

Review collected in partnership with this attraction
Thank Frank T
A TripAdvisor Member
11
Reviewed 1 week ago

We had a group time with Outer Cape Sailing on a 3-hour private sail to Jeremy Point. The captain was easy to communicate with, helpful, and knowledgeable. When I accidentally left my jacket behind, we was kind enough to mail it to my home at...More

Review collected in partnership with this attraction
Thank A TripAdvisor Member
A TripAdvisor Member
11
Reviewed 1 week ago via mobile

Highly recommend Gary and outer cape sailing. We had such a great introductory lesson to sailing. Gary has had a lifetime on the water and he's the perfect person for a lesson and or tour guide. Thanks for all the information Gary!

Thank A TripAdvisor Member
Reviewed 1 week ago

Had a great sunset Sail in Wellfleat harbor. Garry was knowledgeable, and kept us entertained. Wind wasn't very helpful, but we had a nice night!

Review collected in partnership with this attraction
Thank Pamelajean1955
Reviewed 1 week ago

We treated my parents for a sunset boat ride, and it was wonderful. Captain Gary is very kind & knowledgable of the wildlife and seashores in the Bay. The boat's seating area is about the size of a mid-sized sedan, but it was perfect for...More

Review collected in partnership with this attraction
Thank Emily C
Reviewed 2 weeks ago

Great. Very much enjoyed the company and expertise of the captain. Sunset was gorgeous. Thank you so much, great sail

Review collected in partnership with this attraction
Thank bhb97
Reviewed 2 weeks ago via mobile

With group of 5 friends consisting of 13 and 15 year olds, sailing with Gary was the perfect way to spend the day. We learned about sailing and some of the different part s of the boat. The trip started off by sailing to an...More

Thank Vermontgirls2017
GaryFlo, Owner at Outer Cape Sailing, responded to this reviewResponded 2 weeks ago

You guys were a lot of fun! Thanks for coming and for the great review. Gary

Reviewed 2 weeks ago

Great experience in spite of uncooperative wind. Grandkids had a great time. Saw seals beached on island.

Review collected in partnership with this attraction
Thank dllincoln634
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