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Outer Cape Sailing

Address: Town Pier, Wellfleet, MA 02667
Phone Number: 508-237-4012
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Ranked #6 of 11 Activities in Wellfleet
Type: Boat Tours, Adventure
Owner description: Daysail or Sunset sail in scenic Wellfleet Harbor with Coast Guard licensed captain. Go ashore on...
More attraction details
Attraction details
Type: Boat Tours, Adventure
Sun - Sat 8:30 am - 8:00 pm
Owner description: 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.

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5 reviews from our community

Visitor rating
Date | Rating
  • English first
  • Any
English first
3 reviews 3 reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed August 1, 2014

My husband and I chartered a sail with Outer Cape Sailing and Captain Gary out of Wellfleet. We did the 3 hour private sail through the harbor to a beautiful sand beach and it was the highlight of our trip to Cape Cod. It was very relaxing and enjoyable. We did the 11 am sail and had great weather with... More 

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New Hampshire
17 reviews 17 reviews
6 attraction reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed July 15, 2014

This was a fantastic first-time sailing experience for me -- and the rest of my family was just as enthusiastic. Didn't hurt that it was a 10-on-a-10-scale day, weather-wise, and there was just enough chop on the water to make it fun, but not so rough that you had to hang on for dear life. Our "captain", Gary was such... More 

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Watertown, Massachusetts
1 review
5 of 5 stars Reviewed April 15, 2014

It has taken me quite a while to write a review but we sailed with Outer Cape Sailing last year on the 4th of July which happens to be my birthday. Myself and my husband along with another couple fit perfectly on the boat (my friends husband is 6'7"). Sailing out to the beach is faster and a bit more... More 

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Washington DC
Senior Contributor
27 reviews 27 reviews
13 attraction reviews
17 helpful votes 17 helpful votes
5 of 5 stars Reviewed August 11, 2012 via mobile

Jim was our Captain. We took a two hour lesson. My wife was nervous but Jim was patient and very instructive. We learned an amazing amount in two hours. We both got a chance to pilot and to crew. I had not handled a tiller since I was a kid and the experience brought back great memories. My wife was... More 

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2 reviews
5 of 5 stars Reviewed July 23, 2012

Gary is a patient and thorough sailing instructor! My husband and I signed up for a weeks worth of small boat sailing instruction and had a wonderful time...now we are hooked! If you're interested in learning to sail, Gary is the guy for you and Wellfleet is the perfect location!

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Questions & Answers

Questions? Get answers from Outer Cape Sailing staff and past visitors.
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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?