The Magnificent Pinnacle Fleet
If the hassle of yacht ownership seems overwhelming and the cost of daily boat rentals seems intolerable, then consider a membership with Pinnacle Yachts, where you receive every benefit of owning a boat without the cost.
Pinnacle offers the opportunity to share a magnificent private yacht for a simple, all-inclusive, single-season lease fee. Pricing covers the yacht, dockage / mooring, insurance, maintenance, and cleaning. The Chicago lease tax of 11% is also collected on the lease only.
Since our inception in 1998, our yachts have been entirely sold-out every season. Because of the popularity of the program, it is best to act well in advance of the season to secure a spot.
Belmont Harbor View Marina
Sea Ray Sundancer 320 Powerboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $15,200 | $13,350 |
| Timeslots | 9am-4pm, 5pm-8am Next Day | 9am-4pm, 5pm-8am Next Day |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Waitlist 2025 | Waitlist 2025 |
| APPLY NOW | APPLY NOW |
Sea Ray SLX 350 Powerboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $11,250 | $9,650 |
| Timeslots | 9am-4pm, 5pm-Midnight | 9am-4pm, 5pm-Midnight |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau 410 Sailboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $10,950 | $9,300 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekdays Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau 409 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $9,950 | $8,250 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Available 2025 | Available 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau Sun Odyssey 389 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $9,150 | $7,850 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekdays Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau Sun Odyssey 37 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $7,500 | $6,450 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Waitlist 2025 | Waitlist 2025 |
| APPLY NOW | APPLY NOW |
DuSable Harbor View Marina
Jeanneau 409 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $9,950 | $8,250 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Available 2025 | Available 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau 410 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $10,950 | $9,300 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekdays Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Sold Out 2025 | Sold Out 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau 419 Sailboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $10,800 | $9,150 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekdays Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Available 2025 | Available 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau 439 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $11,650 | $9,750 |
| Timeslots | 9am-4pm, 5pm-8am Next Day | 9am-4pm, 5pm-8am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Jeanneau 440 Sailboat
View Boat Model
| Full Share | |
|---|---|
| Term | One Season Lease 5 Month Season |
| Price | $14,750 |
| Timeslots | 9am-4pm, 5pm-8am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 |
| Availability | Sold Out 2025 |
| APPLY NOW |
Jeanneau Deck Salon 45 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $11,650 | $10,100 |
| Timeslots | 9am-4pm, 5pm-8am Next Day | 9am-4pm, 5pm-8am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Waitlist 2025 | Waitlist 2025 |
| APPLY NOW | APPLY NOW |
Burnham Harbor View Marina
Jeanneau 419 Sailboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $10,800 | $9,150 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 11 Weekend + 16 Weekday Timeslots | 8 Weekend + 11 Weekdays Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Available 2025 | Available 2025 |
| APPLY NOW | APPLY NOW |
Sea Ray Sundancer 510 Powerboat
View Boat Model
| Full Share | |
|---|---|
| Term | One Season Lease 5 Month Season |
| Price | $27,550 |
| Timeslots | 10am-5pm, 6pm-9am Next Day |
| Allocation | 10 Weekend + 15 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 |
| Availability | Waitlist 2025 |
| APPLY NOW |
Sea Ray Sundancer 450 Powerboats
View Boat Model
| Full Share | |
|---|---|
| Term | One Season Lease 5 Month Season |
| Price | $22,950 |
| Timeslots | 10am-5pm, 6pm-9am Next Day |
| Allocation | 10 Weekend + 15 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 |
| Availability | Limited Availability 2025 |
| APPLY NOW |
Sea Ray Sundancer 380 Powerboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $13,950 | $11,850 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Sea Ray SLX 350 Powerboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $11,250 | $9,650 |
| Timeslots | 9am-4pm, 5pm-Midnight | 9am-4pm, 5pm-Midnight |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Available 2025 | Available 2025 |
| APPLY NOW | APPLY NOW |
31st Street Harbor View Marina
Sea Ray Sundancer 440 Powerboat
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $16,950 | $14,500 |
| Timeslots | 9am-4pm, 5pm-8am Next Day | 9am-4pm, 5pm-8am Next Day |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Sea Ray Sundancer 380 Powerboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $13,950 | $11,850 |
| Timeslots | 10am-5pm, 6pm-9am Next Day | 10am-5pm, 6pm-9am Next Day |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| Guaranteed Trips | Up To One 6 Day Trip or Up To Two 3 Day Trips | Up To Two 3 Day Trips |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Sea Ray SLX 350 Powerboats
View Boat Model
| Full Share | Partial Share | |
|---|---|---|
| Term | One Season Lease 5 Month Season | One Season Lease 5 Month Season |
| Price | $11,250 | $9,650 |
| Timeslots | 9am-4pm, 5pm-Midnight | 9am-4pm, 5pm-Midnight |
| Allocation | 10 Weekend + 15 Weekday Timeslots | 7 Weekend + 10 Weekday Timeslots |
| Free Spontaneous Use | Additional Timeslots Available 24 Hours Before Their Start | Additional Timeslots Available 24 Hours Before Their Start |
| 1st Year Initiation Fee | $1,750 | $1,750 |
| Availability | Limited Availability 2025 | Limited Availability 2025 |
| APPLY NOW | APPLY NOW |
Contact Pinnacle Live
Apply for Membership
Submit your application now.
Video Reviews & Testimonials
Learn What Members Have To Say
Stay Connected
Be Among The First To Know
Tell A Friend
Spread The Word
“Once again you folks left me speechless. I had no idea there was an event for Venetian Night, but Patti, you insisted on trying to make it happen for my parents. Six times I must have said not to worry about it. We easily could’ve picked another night, but you INSISTED on trying. I cannot tell you how wonderful of a time my folks had. When they called me I could hear the smiles. The show was “spectacular”. What can I say? It’s easy to sign the check when you’re dealing with Pinnacle Yachts.
Thank you both. Again, Pinnacle Yachts helped make some memories.” P.S. You can use this…”Pinnacle Yachts…helping create unforgettable memories” LOL”
D.S.
Commercial Pilot
Captain, Shining Star
