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The Baja Boss first class curserPrivate Tours on 27' Baja Boss Speedboat in Chicago with Captain BobPrivate Tours on 27' Baja Boss Speedboat in Chicago with Captain BobPrivate Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

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

With Captain

100% refund within 24 hours of your trip
5.0(69 reviews) ·
112 bookings
·
  • Limited availability

    Some departure times on this date are still available.

Guests rave about relaxed, scenic cruises with skyline views and Navy Pier fireworks, feeling safe and comfortable even on nighttime outings.
Sporty speedboat well-suited for small private tours around Chicago’s lakefront, offering an intimate, open-water feel close to the city views.
Highly rated captain known for being friendly, reassuring, and safety-focused, with strong local knowledge that helps guests feel at ease on the water.
Renters say this listing is great for:
SightseeingSunset CruisingDate NightsFamilies
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AI Overview

Owner's Description

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 $225. 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 Wednesday 9:30 PM, Saturday 10:15 PM, 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. Captain holds a 100 ton Great lakes/Near Coastal (ocean) license , Able Seamen Special, plus towing. We look forward to hosting you onboard soon! Boat will have a cooler of ice on board. Tour Options • Speed Boat Rides: Take a 1-hour trilling speed boat ride along the lake front. Additional time on boat for all boat rides is available. • 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. Rates: • Lakefront Sightseeing Tour (1 hour): $225. • Sunset Tours (1 hour): $225. • Speed Boat Rides (1-hour-" this means we go fast"): $250 • Firework Tours (1 hour): $275. • Fishing Charter: $900 4 hours / $1600. 8 hours

Robert

Robert

113 total bookings
Superowner
Capacity
5 guests
Powerboats, Pontoons, & RIBs
Bowrider

Reviews

5.0 (69 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  2. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  3. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  4. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  5. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  6. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  7. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  8. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  9. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  10. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  11. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
  12. Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
336 photos have been added by reviewers who booked this listing.
  1. AP

    Akshita

    Bob is a great captain! Very accommodating! Highly recommend him for your next bar excursion in Chicago!

  2. Sharon
    Sharon

    Captain Bob was friendly, professional, and made sure my husband and I had the best time. We enjoyed seeing the spectacular Chicago Skyline and Navy Pier Fireworks from a prime spot on the lake. Captain Bob’s experience also made us feel at ease, especially being on the lake at night. Highly recommend Captain Bob!

  3. AS

    Alexa

    Had an amazing day on the water during the Air and Boat Show with Captain Bob as our guide. He's helpful in giving instructions to the dock, helps set up music and ensures a comfortable and safe experience. Due to his background in the CFD, he knew exactly where to anchor the boat so we could see great views of the air show. It was a worthwhile and memorable experience to share with friends and family!

  4. Grace
    Grace

    Bob was a fantastic captain, making our tour of Chicago and the Playpen unforgettable. His knowledge and friendliness ensured we had a great time. 12/10 would go again!!

  5. JA

    Josh

    Captain Bob was fantastic. We not only got to ride in a sweet Baja speed boat but he gave us a tour around some historic attractions as well. He was very safe and knowledgeable.

Robert

Robert

113 total bookings
Superowner

Captain Bob holds a 100-ton Master Captain, Great Lakes Near Coastal License, Able Seaman Special. With over 45 year's experience navigating the waters of Lake Michigan.

Features & Details

  • Baja
  • 272
  • Capacity: 5 people max

Safety Equipment

Life Jackets (5)

Operating Equipment

GPS ChartPlotter
Depth Sounder

Guest Amenities

Cabins (1)
Toilets (1)
Wi-Fi

Leisure & Entertainment Equipment

Bluetooth
Sound System

Accessories

Fish Finder

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

2759 N lake Shore Dr. West C-Dock
Chicago, Illinois, 60614
United States
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 1 day before your trip.

Additional Terms & Information

Availability • 7 days a week tours • Morning, afternoon, evening charters with Captain Bob  • Special arrangements available upon request.

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