Chicago sailing, Detroit sailing, instruction, sailboat lessons, an innovative sailing timeshare program and more.

Recent Newsletters


2014 December

  • 2015 Jeanneau 47 Foot Yacht Added to the Pinnacle Fleet in Miami
  • SAVE $500 Through Year End on Jeanneau 37 Sailboats in Chicago
  • SAVE $1,000 Through Year End on Jeanneau 42 Sailboats in Chicago

2014 October

  • Five New 2015 Jeanneau Yachts Acquired for Chicago Base
  • SAVE $500 ~ October New Member Offer on Sea Ray & Jeanneau
  • Chicago Regatta Sells Out at 500 Tickets ~ Donates $30,000

2013 October

  • Pinnacle Yachts Chicago -- The Largest Bareboat Operation in the United States
  • Credit for Pinnacle Success Goes to Many Insightful and Loyal Members
  • Pinnacle Gives Back Through its Charitable Foundation

2013 September

  • 9/11 American Hero Tribute Sail -- Our Nation's True Colors Revealed
  • 2014 Memberships Screaming Hot -- Many Boats Already Sold-Out
  • Pinnacle Marina Near McCormick Place Proves to be An Outstanding Facility and Great Location

2013 June

  • Pinnacle Yachts Presents: A Funky Dock Party on Saturday Evening Jun 1st at 6PM
  • With Live Music by "The Business"
  • Complementary Docks for the First 60 Boaters to Make Reservations

2013 January

  • Your Invitation to "The Yacht OCEAN — A Rockumentary" at the Chicago Strictly Sail Show
  • Win Tickets for the Chicago Air and Water Show Aboard the Yacht OCEAN
  • Pinnacle and Jeanneau Promote New Sun Odyssey 439 at Strictly Sail Chicago

2012 February

  • Celebrate & Save $1,000 -- Jeanneau 42 Deck Salon "Twilight" Added At DuSable Harbor
  • Free Sailing Lessons or $500 Off -- Jeanneau 37 "Stormy" At Belmont Harbor
  • Free Parking Passes -- Jeanneau 37 "Shining Star" At Monroe Harbor

2012 January

  • Win A Sail on the Yacht "Ocean"
  • Attend a Talk About the Yacht "Ocean" At the Strictly Sail Chicago
  • Show
    "Ocean" Sleds Through Snowstorm To Strictly Sail Chicago

2011 December

  • Pinnacle Foundation - Helping Small Organzations Help Themselves
  • Hands on Helping - Community Classroom in Cambodia
  • MOMENTA Matching Doubles Grant

2011 February

  • Save $500 on Burnham & Belmont…
  • Free Sailing Lessons In Miami
  • Summer Charters for Pinnacle Foundation

2011 January

  • Save $500 When You Join Now…
  • View Member Interviews on Video
  • Announcing The Pinnacle Foundation

2010 December

  • It's Time to Make a Difference…
  • Hands on Helping
  • Schools and Orphanages

2010 November

  • 33,500 Trips, 150,000 Experiences & Counting
  • Pinnacle Sold-Out Across Recession
  • The Best Holiday Gift Ever

2010 September

  • Team Pinnacle Finishes 5th in Section in Chicago MAC Race
  • The Wait Is Over -- Shares Now Available for 2011 Season in Chicago, Stamford and Annapolis
  • Pinnacle Adds Three Yachts in Chicago and Annapolis

2010 February

  • Belmont Harbor in Chicago - Pinnacle's Newest Location
  • Yachts Added to Annapolis and Chicago Bases
  • Chicago Embraces "Smart Ownership Alternative" - Fleet Nearly Sold-Out for 13th Consecutive Year

2009 November

  • It's About People
  • Pinnacle Team Leader Ryan Andersen - Ten Years Establishing Orphanages In Southeast Asia
  • Chicago Member Ed Morris - Sailing To Raise Funds For Chicago Charities

Beginning Back Next

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"Unfortunately we have heavy commitments next year which means we won't be able to make full use of a boat next year so regrettably we will not be renewing our lease for next year. We have had a lot of fun on the water the last two years. We are very Impressed with the company you have built up. I have worked with, and for, a lot of sailing companies and you are by far the best. Immaculate boats, great website, good people. I would recommend you to anyone, and who knows we may rejoin in a year or two."

Retired Financial Professional
Captain, Perfect World

Chicago sailing, Detroit sailing, instruction, sailboat lessons, an innovative sailing timeshare program and more. Sailboat instruction, lessons, sailboat timeshare program, Detroit & Chicago sailing.