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.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
Address: Town Pier, Wellfleet, MA 02667
Phone Number:
+1 508-237-4012
Website
Today
08:30 - 20:30
Open now
See all hours
Hours:
Sun - Sat 08:30 - 20:30
Recommended length of visit: 2-3 hours
Description:

Daysail or Sunset sail in scenic Wellfleet Harbor with Coast Guard licensed...

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.

read more

TripAdvisor Reviewer Highlights

Read all 31 reviews
Visitor rating
  • 30
    Excellent
  • 0
    Very good
  • 1
    Average
  • 0
    Poor
  • 0
    Terrible
Best thing to do whilst in cape cod

We loved every minute of our afternoon sail, made our trip really special, Gary was a super friend for the afternoon, the swimming at Jeremy point finished off a lovely adventure... read more

5 of 5 bubblesReviewed 17 September 2016
Ruapehuuk
,
Lowestoft, United Kingdom
Add Photo Write a Review
Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / Payback Arrow
JPMiles / PAYBACK
50

31 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
Showing 31: English reviews
Lowestoft, United Kingdom
Level Contributor
93 reviews
46 attraction reviews
common_n_attraction_reviews_1bd8 29 helpful votes
5 of 5 bubbles Reviewed 17 September 2016

We loved every minute of our afternoon sail, made our trip really special, Gary was a super friend for the afternoon, the swimming at Jeremy point finished off a lovely adventure. A must do.....book in advance as he was very popular!

Helpful?
Thank Ruapehuuk
Somerville, Massachusetts
1 review
5 of 5 bubbles Reviewed 11 September 2016

We took beginning sailing lessons from Gary and we could not have had a better time. As he pushes you to learn what you need to know, he is patient. He lets you make mistakes (though he is there to help you when you do) and he continually asks questions to make sure you are learning the material. We are... More 

Review collected in partnership with this attraction

Helpful?
Thank bcc86
Montreal, Quebec
1 review
5 of 5 bubbles Reviewed 6 September 2016

Captain Gary was just fun and so professionnal. Wonderful sailing along the Wellfleet bay, wuch to return.

Review collected in partnership with this attraction

Helpful?
Thank brigittemarchand33
Hyannis Port, Massachusetts
1 review
5 of 5 bubbles Reviewed 31 August 2016

Beautiful afternoon of sailing. Captain very helpful and went out of his way to make the trip perfect.

Review collected in partnership with this attraction

Helpful?
Thank pwilson939
Hoboken, New Jersey
1 review
5 of 5 bubbles Reviewed 28 August 2016

The winds were strong as we flew through the water awash in sea spray and excitement . We landed on Jeremy's point which can only be described as a beautiful wind swept alien landscape . Undisturbed nature . Truly a once in a lifetime family experience .

Review collected in partnership with this attraction

Helpful?
Thank AlKnoblauch
Colorado
Level Contributor
24 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 26 August 2016

Booked this hoping for something different to do while on vacation. Now it will be a go to every year. Had the best time. Gary was informative, knowledgeable and made the outing all we hoped for. Our bonus was that we were able to go to the submerged island of Billingsgate Island due to the extreme low tide. Highlight for... More 

Helpful?
Thank ColoradoCapelover
Providence, Rhode Island
1 review
5 of 5 bubbles Reviewed 24 August 2016

Took a sailing lesson from Outer Cape Sailing...fantastic teacher, patient and explained sailing terms terms and boating terms and beginning sailing very well. It was really very windy for our first lesson but he guided us through each step and we had a blast! Can't wait for Lesson 2!

Review collected in partnership with this attraction

Helpful?
Thank jan s
Pittsburgh, Pennsylvania
1 review
5 of 5 bubbles Reviewed 22 August 2016 via mobile

We had a fantastic afternoon with Gary! His boat and skipper skills were perfect! This is not your normal pleasure cruise around the harbor on a large boat with lots of others. This was a real sailing experience in a private setting!!! Our kids (ages 7 & 11), my husband and I had a wonderful time! Gary was very knowledgeable... More 

Helpful?
Thank rjjyates
GaryFlo, Owner at Outer Cape Sailing, responded to this review

Thank you so much for your kind review. It was a beautiful day, and I'm glad you had such a good time. You forgot to mention two attempted hat rescues, one successful! :-) Best wishes, Capt. Gary More 

Springdale, Arkansas
2 reviews
5 of 5 bubbles Reviewed 21 August 2016

Very nice for 3 people. Little jaunt out to the island for cheese and wine (bring your own)was great. Captain was pleasant and capable. I recommend for good value. Do not recommend for more than 3 guests.

Review collected in partnership with this attraction

Helpful?
Thank Diana P
Level Contributor
47 reviews
21 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
3 of 5 bubbles Reviewed 20 August 2016 via mobile

I had been on a sailboat sunset cruise before which was amazing so my expectations were high...sorry to say I was disappointed. The sailboat is small and it was hard to get comfortable. The captain kept asking us and another couple to help with ropes to the sails the entire sail time. The boat was cluttered and my shoes got... More 

Helpful?
Thank Mascarell

Travellers who viewed Outer Cape Sailing also viewed

 
Provincetown, Cape Cod
 

Been to Outer Cape Sailing? Share your experiences!

Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / PAYBACK
50
JPMiles / Payback Arrow
Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Questions? Get answers from Outer Cape Sailing staff and past visitors.
Posting guidelines
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?