Sea Dog Sailing

Sea Dog Sailing


An amazing sail today to end the season! Enjoyed meeting all of you and hearing your stories...hope to see you again next year! Many thanks to Captain Bob and crew for making it all happen!
Seadogs the best. Bob and his crew are very nice. They can accommodate children and the elderly. I had a great sail, they know what they're doing
Had a wonderful sunset sail tonight...thanks Captain Bob and Sam for an enjoyable evening!!! Would highly recommend a sunset sail to everyone.
And this is why I love the sunset cruises; we always come back at just the right moment 😁
We sailed through our first year of marriage and Capt. Bob helped us celebrate. Thank you for a wonderful sail!
A beautiful day to put the lovely S/V Quinn Marie into winter storage, but sad to see the end of another wonderful season on the water. Great memories of happy sails, happy people, happy stories! See you next year!
Great trip with Captain Bob and Autumn!
Lovely day for our first sail on Lake Michigan. Thanks to Captain Bob for a great boat ride, it was great!
Thanks for the great sail Captain Bob.
7/6 sail with Larry. Had a great time with Sea Dog Sailing!
Captain Bob's biggest fan!
Visiting Milwaukee from NC with family and took advantage and enjoyed sailing out on Lake Michigan! Highly recommend for a great family outing! Thanks to the friendly crew that made our experience a great one!

Sailing on Lake Michigan out of McKinley Marina, Milwaukee, WI Sea Dog Sailing is Milwaukee’s premier charter sailing operation. We offer 90-minute private sails for up to six maximum guests.

Reservations are required and texting is the preferred method of confirmation. Rates have been modified for 2020 and are listed on our page.

Operating as usual

On this day in 1915, the modern Coast Guard was formed by a merger of the U.S. Revenue Cutter Service and the U.S. Life-Saving Service, under the U.S. Department of the Treasury. 💪👏👏😎


We’re looking forward to embarking on our 20th season of charter sailing out of Milwaukee’s McKinley Marina in 2021. ✌️☝️❤️⛵️❤️
Stay safe and sail on!👍

Merry Christmas 🎄🎁🎅
Have a joyful and safe holiday! ❤️⛵️👍😎

Photos from Sea Dog Sailing's post

Anyway you want to say it, spread the holiday cheer!⛵️❤️

Happy Holidays! Twelve lit up sailing vessels 🎶 🎼 🎵...

Sea Dog Sailing - Milwaukee, WI

Revisions are completed and reflect our new rates to take effect in 2021. Sea Dog Sailing - Captain Bob De Vorse and the Quinn Marie, a 39-foot sailing yacht, are available for cruises at Milwaukee's lakefront.

Happy Thanksgiving!!! 😘🦃🍁🍽 🙏

[11/17/20]   Our website will be revised soon to reflect these terms for 2021.
Our capacity is six maximum guests. All charter excursions are 90-minute private sails.
* PRICES are a flat rate total from the start of our season thru June 21st & August 17th thru the end of our season:
* 1-2 guests = $250
* 3-4 guests = $330
* 5-6 guests = $450
* Sunset sails will be +$50
* PRICES are a flat rate total during the eight week peak season from June 22nd thru August 16th:
* 1-2 guests = $330
* 3-4 guests = $420
* 5-6 guests = $540
* Sunset sails will be +$75
* Flexible scheduling and extended length of sails may be determined as availability allows.
* No charter sails depart after sunset.
* Call or text ahead for reservations - walk up availability is a very rare circumstance and unlikely.
* Gift certificates are available for +$20

The s/v Quinn Marie is shrink wrapped and put to bed for 2020.
It’s been a remarkable season and we’re looking forward to our twentieth year in business on Lake Michigan in 2021!

The 2020 season presented us with new challenges, requiring us to adopt some new models of operation. I owe a debt of gratitude to the invaluable crew who stepped up and performed admirably under the current circumstances. My daughter Quinn, Christian, Anna, Jared, and Sophia were the crew who carried us to yet another successful season.
I’m also want to express my sincere appreciation to all the guests who we had the pleasure of serving.
See you on the big pond in 2021!
Sail On,
Capt. Bob ❤️⛵️😎

Sea Dog Sailing's cover photo

We bid a fond farewell to the 2020 Sea Dog Sailing season.
See you on the water next year!

[09/24/20]   Our 2020 season is about to close this weekend, September 26th. We have been overwhelmed by the support for our sailing services, demonstrated by the continued high demand.
Thanks to all the kind and generous guests who we’ve had the good fortune to sail with!
Be safe & peace!
See you on the big pond in 2021,
Capt. Bob ☀️⛵️👍😎

“Unless you really understand the water, and understand the reason for being on it, and understand the love of sailing and the feeling of quietness and solitude, you don’t really belong on a boat anyway. I think Hemingway said one time that the sea is the last free place on earth.” - Humphrey Bogart

What started in 1790 as the “Revenue Marine” in a young nation, has evolved into the United States Coast Guard. As a USCG licensed captain, I am forever grateful to this vital federal entity for assisting me with establishing another career on Lake Michigan.
Happy 230th Birthday USCG! 🎉💪⚓️

Sea Dog Sailing 2020

Here’s a view of what we do, sailing, since 2002...
Thank you all who have joined us over the years! ❤️⛵️⚓️👏👏😎

Sail Boat Charter in Milwaukee WI

The s/v Quinn Marie is seaworthy and in shipshape, ready to do what she’s built for, sailing! We’re open for business.☀️⛵️😎

[06/10/20]   UPDATE 2020:
We are now OPEN to take reservations and sail. Some necessary changes will make the business a little different, but the sailing should be as good as it ever was. Please be patient with us as we navigate this surreal world around us. Here are some changes from our past SOP:
ALL SAILS will be 90-minute private sails. No public sails, nor public sail rates.
The number of sails available per day will be reduced.
PRICES will vary from our website or brochures and be a flat rate total from the start of our season thru for June 30th & August 17th thru end of season.
1-2 guests will be $250.
3-4 guests will be $300.
5-6 guests will be $350.
*Sunsets will be +$50.

PRICES for the peak summer weeks of July 1st thru August 16th will be the following:
1-2 guests will be $325.
3-4 guests will be $375.
5-6 guests will be $425.
*Sunsets will be +$50.

For additional safety measures:
Captain & crew will wear masks if requested and have temperatures checked before sailing.
Hand sanitizer will be readily available.
The boat will be wiped with disinfectant before guests board.
Guests will be surveyed regarding health status.
Guests will not have access to the head on board.
I will update with revisions here as necessary.
Thank you & Sail On!
Capt. Bob

[05/19/20]   We will NOT be open until approximately mid-June as it currently stands.
McKinley Marina has eased some of its earlier restrictions and conducted a “soft opening” for slip tenants and boating to take place. Sea Dog Sailing has received our annual charter permit to operate during the 2020 season from Milwaukee County. However, our launch date has been delayed until June 9th and we are still formulating protocol and procedures that meet responsible safety and comfort requirements for guests and crew during the health crisis.
The way we must operate will certainly be different from past seasons, but we hope to find a balance of comfort and safety, that reduces anxiety and awkwardness, while allowing us to share a joyful sailing experience with our guests.

Please stay tuned (and look) here for further updates. Also, please like this post (& our page) to see our page’s future posts more frequently in your feed. Thank you.
Be Safe & Sail On! 🙏⛵️👍⚓️😎

By May, we are usually prepping the s/v Quinn Marie for another launch and start to a new sailing season. However, given the current public health circumstances and state/local government response to the pandemic, we will not be launching this month, and will update our page here regarding our activity going forward as it’s determined.
Thank you for your past and present support! ❤️⛵️😎

As night falls on our beloved city, Happy 414 Day Milwaukee! ❤️👍

I’d like to know what my female crew (& guests), past and present, think about this. Accurate or not? ⛵️☀️💪👏👏👍😎

The visual explanation of why I pass others to windward if I’m out walking... and trust me, I’m not out walking and passing people closer than two meters. Stay home & be safe. 💪👍⛵️

A few nautical memes for all the seafaring spirits out there, to reflect upon as you adapt to these extraordinary times we’re experiencing...
Hope all of you are doing well. It’s temporary. Be safe and we will get through it in due time. Sail on!

Sea Dog Sailing's cover photo

Yep, pretty much like this... ☀️⛵️😎👍

Hopeful that our big pond warms up earlier this season... 🙏🤞⛵️😎💪👍

Three more months of “waiting season”... ⛵️⚓️😎

To my first mate... 💘⚓️😎

On this day in 1915, the modern Coast Guard was formed by a merger of the U.S. Revenue Cutter Service and the U.S. Life-Saving Service, under the U.S. Department of the Treasury. 💪👏👏😎

We are excited to be sharing the cover of the Milwaukee 2020 Official Visitors Guide with other landmark partners of Visit Milwaukee! Be sure to follow Sea Dog Sailing here and on Instagram to plan a sailing excursion this summer. ⛵️👏👏💪👍😎

Sea Dog Sailing's cover photo

Sail On! ⛵️⚓️💪👏😎

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McKinley Marina
Milwaukee, WI

General information

Sea Dog Sailing is Milwaukee's premier charter sailing operation. Sea Dog Sailing is owned and operated by Captain Bob DeVorse, Master of 100 Tons U.S.C.G. License. Our mission is to provide the unique opportunity to sail in Milwauke Harbor and on Lake Michigan aboard a 38 foot Catalina yacht, s/v "Quinn Marie." Experience Milwaukee’s beautiful shoreline from the water while you relax in style and comfort while enjoying a Sea Dog Sailing excursion during day sails, sunset cruises, or extended voyages. View the world famous architecture of Calatrava’s Burke Brise Soleil at the Art Museum, along with other cityscape landmarks on the scenic Milwaukee skyline.

Opening Hours

Monday 10:00 - 21:00
Tuesday 10:00 - 21:00
Wednesday 10:00 - 21:00
Thursday 10:00 - 21:00
Friday 10:00 - 21:00
Saturday 10:00 - 21:00
Sunday 10:00 - 21:00
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