Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

28 reviews
40 bookings

Experience Chicago from the water! Book a Private Boat Tour onboard the 27' Baja Boss Speedboat for up to 5 people. Rates as low as $250. Rates: • Speed Boat Rides (1-hour): $400 • Lakefront Sightseeing Tour (1.5 hour): $300 • Sunset Tours (1.5 hour): $300 • Firework Tours (1 hour): $250 • Fishing Charter: $600 for half day / $900 for full day What You Can Expect: If you're looking for a thrilling speedboat ride, come aboard our 27' Baja Boss built for speed. The Sightseeing Tours of our Chicago buildings are amazing. On a Sunset Tour, you may get lucky and spot a green flash as the Sunsets. Enjoy the Summer fireworks displays offshore from Navy Pier on Lake Michigan. Captain Bob can take you to the most exciting and most plentiful fishing spots off the shores of Chicago. We look forward to hosting you onboard soon! Tour Options • Speed Boat Rides: Take a 1-hour trilling speed boat ride along the lake front. • Lakefront Sightseeing Tour: View the amazing skyline, Chicago lighthouse, Navy pier, Chicago beaches, water intake cribs and much more on our 1.5 hour tour. • Sunset Tours: Enjoy a breathtaking view of the city skyline at sunset for 1.5 hour. • Firework Tours: Enjoy the fireworks off Navy Pier on the water every Wednesday and Saturday. • Fishing Charter: We know the best fishing spots for King Salmon, Coho, Steel head, Lake Trout, Brown Trout. This Go Fast Speed Boat does fishing trips to Julian's Reef. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
5 guests
Powerboats, Pontoons, & RIBs

Super OwnerRobert

Captain Bob holds a 100-ton Master Captain, Great Lakes Near Coastal License, Able Seaman Special. With over 40 year's experience navigating the waters of Lake Michigan.

Check Availability

August 2021
September 2021
October 2021
  • Select a date to check availability.


28 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

94 photos have been added by reviewers who booked this listing.
  1. HC

    Our experience with Robert was great! He has many years of experience and a lot of connections which ended up helping our friend out. Unfortunately our friend got very seasick and Robert was able to work his magic to get her an emergency landing so she could get off the boat. He has a lot of knowledge about his city and overall it was a great experience

  2. PP

    Great time on the water with the family. Will definitely do this again. Hidden gem of a time. Bob made a big difference with his knowledge of the lake and city and just a fun personality.

  3. RH

    The weather for our initial booking was not looking great and Captain Bob was very accommodating and let us reschedule. We had an amazing time and loved every second of our trip. I highly recommend booking at sunset to get some great photos! We are already looking forward to booking again for next summer!

  4. ma

    a great night on the water. we highly recommend captain Bob!!!

  5. as

    on time. great boat. very clean. would use again.

Features & Details

  • Life jackets/required safety gear
  • Climate Control
  • Galley Stove & Oven
  • Air Conditioning
  • Watersports Equipment
  • Cabin
  • Toilet
  • Wheel steering
  • Bimini
  • Autopilot
  • CD Player
  • Center Cockpit
  • Dinghy
  • Berth
  • Head

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 5 days prior.

Additional Terms & Information

Availability • 7 days a week tours • Morning and afternoon Fishing Charters • Special arrangements available upon request.

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