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

The Magnificent Pinnacle Fleet

The Pinnacle Fleet shines as the finest metropolitan fractional sail and power yacht fleet in the United States, with bases in Chicago and Miami. Yachts by acclaimed international builders Jeanneau and Sea Ray comprise the Pinnacle Fleet.

To check availability and pricing click here

Chicago - DuSable Harbor
Eclipse Sail 2015 Jeanneau 439 Details
Fearless Sail 2015 Jeanneau 439 Details
Magellan Sail 2008 Jeanneau Deck Salon 45 Details
Mystic Sail 2007 Jeanneau Deck Salon 42 Details
Ray of Light Sail 2007 Jeanneau Deck Salon 42 Details
Twilight Sail 2007 Jeanneau Deck Salon 42 Details
Chicago - Burnham Harbor
My Way Sail 2008 Jeanneau Deck Salon 45 Details
Volare Sail 2005 Jeanneau Sun Odyssey 40.3 Details
Mysterious Ways Sail 2005 Jeanneau Sun Odyssey 37 Details
Chicago - Belmont Harbor
Millennium Power 2017 Sea Ray SLX 350 Details
Cosmic Power 2017 Sea Ray SLX 350 Details
Light Year Power 2017 Sea Ray SLX 350 Details
Hypnotic Sail 2015 Jeanneau 409 Details
Virtuoso Sail 2015 Jeanneau 409 Details
Wind Cries Mary Sail 2015 Jeanneau 409 Details
Cherish the Day Sail 2006 Jeanneau Sun Odyssey 40.3 Details
Spirit in the Night Sail 2005 Jeanneau Sun Odyssey 37 Details
Stormy Sail 2005 Jeanneau Sun Odyssey 37 Details
Chicago - Monroe Harbor
Perfect World Sail 2006 Jeanneau Sun Odyssey 40.3 Details
Young American Sail 2005 Jeanneau Sun Odyssey 37 Details
Chicago - 31st Street Harbor
First Light Power 2008 Sea Ray Sundancer 440 Details
Radiant Power 2008 Sea Ray Sundancer 440 Details
Edge of Glory Power 2008 Sea Ray Sundancer 380 Details
Independence Day Power 2008 Sea Ray Sundancer 380 Details
Polaris Power 2008 Sea Ray Sundancer 380 Details
Ultraviolet Power 2008 Sea Ray Sundancer 380 Details
Desire Power 2007 Sea Ray Sundancer 340 Details
Escapade Power 2007 Sea Ray Sundancer 340 Details
Into the Night Power 2006 Sea Ray Sundancer 340 Details
Black Sun Power 2017 Sea Ray SLX 350 Details
Miami - Dinner Key Marina
Stir It Up Power 2008 Sea Ray Sundancer 380 Details
Luna Power 2008 Sea Ray Sundancer 380 Details
Comfortably Numb Sail 2012 Jeanneau Deck Salon 45 Details
Song of the Wind Sail 2008 Jeanneau Sun Odyssey 37 Details
Manana Sail 2006 Jeanneau Sun Odyssey 37 Details
Miami - Bayshore Landing Marina
De Nada Sail 2015 Jeanneau 469 Details
Miami - Private Resort & Marina
Persuasion Sail 2015 Jeanneau Sun Odyssey 409 Details
Submit Your Application Now Go
  Learn What Members Have To Say Go
Be Among The First To Know Go
  Spread The Word Go

"I am really looking forward to the upcoming boating season. While I won't be with Pinnacle this season I am excited about Pinnacle's move to 31st Street. I never would have had the chance to buy my own large boat without the experience I gained on your boat last year. If I was still a working stiff I would be back with you guys in a heartbeat. Your operation is top notch. The training and response to maintenance issues were superb. I have been talking up your program and while I didn't send you any customers this year I am sure I will in the future. Again thanks for the great experience, if I can do anything to assist you let me know."

R.S.
Retired Financial Professional
Former Captain, Independence Day

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