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Kruger Escapes

#1 of 2 things to do in Deer Harbor Features Animals
Deer Harbor, Orcas Island, WA 98243
+1 360-298-1023
Review Highlights
Amazing sunset sail! A must-do experience!

This is a must do experience if you are visiting Orcas Island! A few of my friends and I (a... read more

Reviewed 1 week ago
Seattle, WA

We had never sailed before & we can't wait to go back and do it again!! The wind was amazing; the... read more

Reviewed 2 weeks ago
Deborah M
Read all 81 reviews
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We have two boats! The sailing vessel Tomahawk is a 51' Custom German Frers Sloop. She was built for the southern ocean races, and is now based in the Pacific Northwest on Orcas Island. She is available for Day Sails and Custom Multi-day trips. The sailing vessel Winkapew (Wing-KAH-poe) is a 61' Custom C&C Ketch, designed for comfort, speed and offshore cruising. She is available for Custom Multi-day trips, Adventure trips, and special events.
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Travellers talk about
Deer Harbor, Orcas Island, WA 98243
+1 360-298-1023
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Reviews (81)
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1 - 10 of 81 reviews

Reviewed 1 week ago

This is a must do experience if you are visiting Orcas Island! A few of my friends and I (a group of four) were glamping on Orcas Island July 23-26. As we were planning our activities, I noticed an advertisement for Kruger Escapes on the...More

2  Thank gqjustin
Reviewed 2 weeks ago

We had never sailed before & we can't wait to go back and do it again!! The wind was amazing; the boat sailed swiftly through the waves. It was a gorgeous sunny day as we picnicked on deck before investigating Orcas Island. Karl & Jess...More

Thank Deborah M
Reviewed 2 weeks ago

Gorgeous aboard Winkapew! Karl and Jess made this trip a fantastic one, and we had some good wind and glorious sunshine. Jess was a courteous and thoughtful hostess, doing everything she could to make our experience memorable. Karl effortlessly found the wind and made Winkapew...More

Thank csmoriarity
Reviewed 5 weeks ago

Jess and Karl are the Master's of a romantic and memorable wedding. Next week Connie and I will be celebrating our one year anniversary and what memories we have of exchanging on vows on the bridge of the Winkapew. Karl found a beautiful cove on...More

1  Thank Barbara B
Reviewed 6 July 2017

We went on a three hour day sail with Jess and Karl over 4th of July Weekend. Not only was it absolutely beautiful, they let us help sail as much as we wanted and relax as much as wanted. They also fit us in very...More

Thank Carey54321
Reviewed 17 May 2017

Our day of sailing off Orcas Island did not disappoint. The Krugers are awesome people, low-key and very flexible, which is important, because sometimes the weather and wind do not cooperate with your vacation plans. For mid-May, we had cool temps and sunshine, but not...More

Thank Holly F
Reviewed 17 August 2016

We booked a 5 hour sail/SUP experience from 11-4, with a picnic lunch. We are from MI and had to arrange all of this sight unseen with emails between Jess and I. The process was painless and she was sensitive to my budget concerns. I...More

4  Thank VandyNP
Reviewed 1 August 2016

We just got home from a 3 day sailing trip on the Winkapew with Karl and Jess and had a fabulous time. The accommodations, food and flexibility of venue were so appreciated! Jess had all the foods we said we liked to eat incorporated into...More

2  Thank Schrettie
Reviewed 25 July 2016

I have sailed extensively, and this was, by far, my best charter sailing. Tomahawk is an ocean racer, and has speed yet stability. She is a beautiful boat to sail in the scenic San Juan Islands. Carl and Jess were fabulous hosts, very knowledgeable and...More

3  Thank bryannehamill
Reviewed 19 June 2016

This would be my second time on a sail boat and I really wanted a unique sailing experience. The weather allowed us to take out Tomahawk, the Kruger's German racing sail boat. A 3-hour sail just wasn't enough so Jess and I worked out an...More

1  Thank Lonnie R
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Questions & Answers
julie c
20 August 2015|
Response from KrugerEscapes | Property representative |
Hi Julie, Thank you for the question, but could you please clarify a bit? We are a sailing charter company, offering a variety of sailing trips. Please let us know if there is other information we can help with. Best, Jess... More
julie c
20 August 2015|
Response from KrugerEscapes | Property representative |
Greetings Julie, and thank you for contacting us! We are presently fully booked for September 11th, 12th and 13th. We would recommend that you contact Orcas Island Sailing or Emerald Isle Charters, two other sailing charter... More