Your Captained Charter Awaits

Small fleet. Big impressions. Discover the beauty of Chicago's lakefront.

Ready when you are.

Weekend Charter

$1,320 - $1,900

3 or 4 hour charter Sat & Sun

Have a fun day on the lake. Visit the Playpen, jump in the water, cruise around Navy Pier, and take in unparalleled views of the city!

Weekday Charter

$350/hr

2 hour min, Mon-Fri

Have a fun day or evening on the lake. Visit the Playpen, cruise around Navy Pier, enjoy a subset cruise with friends or colleagues!

Chicago River Cruise

$1,750

2 hour charter

Cruise the river! Perfect for work events or a fun time with friends. Pick up and drop off at City Winery on the river!

Fireworks Cruise

$900

2 hour charter

Cruise the lakefront, take in the city lights, enjoy some music and beverages as you watch the Navy Pier firework show!

  • Up to 10 Guests*

  • Captain and fuel fee included (paid on the day of departure per USCG law)

  • Depart/return from 31st Street Harbor

  • 1 fridge/freezer and 1 oversized cooler on board - BYOB

  • Bluetooth connection

  • Floats and life jackets included

  • Up to 10 Guests*

  • Captain and fuel fee included (paid on the day of departure per USCG law)

  • Depart/return from 31st Street Harbor

  • 1 fridge/freezer and 1 oversized cooler on board - BYOB

  • Bluetooth connection

  • Floats and life jackets included

  • Up to 10 Guests*

  • Captain and fuel fee included (paid on the day of departure per USCG law)

  • Depart/return from City Winery

  • 1 fridge/freezer and 1 oversized cooler on board - BYOB

  • Cruise the river

  • Bluetooth connection

  • Up to 10 Guests*

  • Captain and fuel fee included (paid on the day of departure per USCG law)

  • Depart/return from 31st Street Harbor

  • 1 fridge/freezer and 1 oversized cooler on board - BYOB

  • Bluetooth connection

  • Floats and life jackets included