event-detail-image

Yacht Vibes Only: 3-Hour Charter with Boiler Boat Charters (Weekday or Weekend)

Wed, Oct 01, 2025 07:00 AM - Fri, Oct 31, 2025 15:00 PM

North Cannon Drive, Chicago, Illinois, United States, 60614

event-detail-image

Yacht Vibes Only: 3-Hour Charter with Boiler Boat Charters (Weekday or Weekend)

Wed, Oct 01, 2025 07:00 AM - Fri, Oct 31, 2025 15:00 PM

Book Tickets

Overview

Discover the beauty of Lake Michigan with customized charters and luxury yacht experiences—perfect for an unforgettable, adventurous escape.

About this Event

Set Sail for Relaxation or Celebration

Looking for a fresh way to unwind or mark a special occasion? Picture this: the breeze in your hair, the Chicago skyline on the horizon, and your favorite people by your side. Whether it's a spontaneous weekday escape or a weekend celebration, these luxury yacht charters offer more than just a ride—they create lasting memories on the sparkling waters of Lake Michigan.

What We Offer

3-Hour Yacht Rental for up to 12 guests
Available on weekdays or weekends

Good to Know

Choose between a weekday getaway or a weekend cruise
Additional time is available—just give us a call to customize your charter
Captain and gas are not included
- Chicago captains typically charge around $100/hour + tip
- Average gas cost: approximately $150

User Photo Gallery

How to get there?

Need Help?

Contact Support here

Similar experiences

Skydeck Chicago

Skydeck Chicago

May

24

South Wacker Drive

From : $40.00 - $71.10

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

May

24

North Michigan Avenue

From : $28.00 - $79.39

Lake Michigan Sunset Cruise in Chicago

Lake Michigan Sunset Cruise in Chicago

Apr

18

Michigan Avenue

From : $0 - $47.00

Flyover in Chicago

Flyover in Chicago

Apr

04

East Grand Avenue

From : $29.00 - $47.40

Take a ride on the Centennial Wheel! (Chicago)

Take a ride on the Centennial Wheel! (Chicago)

Apr

05

East Grand Avenue

From : $17.00 - $23.70

Fly Heli Tours in Chicago

Fly Heli Tours in Chicago

Apr

05

South Wood Street

From : $131.00 - $696.78

See Chicago From New Heights: General Admission to 360 CHICAGO Observation Deck

See Chicago From New Heights: General Admission to 360 CHICAGO Observation Deck

Jul

01

North Michigan Avenue

From : $30.00

Savor the Sights with City Cruises Boston: Premier Brunch, Lunch, Dinner, or Fireworks Dinner Cruise

Savor the Sights with City Cruises Boston: Premier Brunch, Lunch, Dinner, or Fireworks Dinner Cruise

Oct

01

East Grand Avenue

From : $63.36

Scenic Mini-Golf & Batting Fun at Wilderness Falls – Save Up to 23%!

Scenic Mini-Golf & Batting Fun at Wilderness Falls – Save Up to 23%!

Jul

01

Clow International Parkway

From : $24.30

Soar over Chicago in style! Take a 35-minute helicopter tour for two or three, or celebrate big with a Birthday Special flight for two.

Soar over Chicago in style! Take a 35-minute helicopter tour for two or three, or celebrate big with a Birthday Special flight for two.

Jul

01

Bob Malkas Drive

From : $418.00

See Chicago from a whole new angle with Wendella Sightseeing Tours—stunning views, expert narration, and an unforgettable ride through the city’s iconic landmarks!

See Chicago from a whole new angle with Wendella Sightseeing Tours—stunning views, expert narration, and an unforgettable ride through the city’s iconic landmarks!

Jul

01

North Michigan Avenue

From : $AUD28.00

Set sail on a nighttime adventure! Enjoy a 90-minute open-air boat tour through Chicago with expert guides, tasty food, and a full bar—fun for adults, juniors, and kids alike!

Set sail on a nighttime adventure! Enjoy a 90-minute open-air boat tour through Chicago with expert guides, tasty food, and a full bar—fun for adults, juniors, and kids alike!

Aug

01

East Wacker Drive

From : $45.00

Take flight with a 90- or 120-minute trapeze class—indoor or outdoor—at Get A Grip Trapeze! Save up to 26% and defy gravity in style.

Take flight with a 90- or 120-minute trapeze class—indoor or outdoor—at Get A Grip Trapeze! Save up to 26% and defy gravity in style.

Jul

01

North Jean Baptiste Pointe du Sable Lake Shore Drive

From : $52.00

Jump into fun with up to 41% off Virtual Reality experiences at Jump N Jam Playland!

Jump into fun with up to 41% off Virtual Reality experiences at Jump N Jam Playland!

Aug

01

Torrence Avenue

From : $57.00

Discover Chicago’s dark and thrilling past with Untouchables Gangster Tours! Hop aboard a one-of-a-kind bus tour for 1 to 4 guests and explore iconic crime sites—now up to 25% off!

Discover Chicago’s dark and thrilling past with Untouchables Gangster Tours! Hop aboard a one-of-a-kind bus tour for 1 to 4 guests and explore iconic crime sites—now up to 25% off!

Aug

01

North Clark Street

From : $39.00

Set Sail on a Tiki Adventure: 3-Hour Cruise on the Scenic Chicago River
🌴 Weekday or Weekend Getaway – Save up to 53%!

Set Sail on a Tiki Adventure: 3-Hour Cruise on the Scenic Chicago River 🌴 Weekday or Weekend Getaway – Save up to 53%!

Aug

01

East Monroe Street

From : $670.00

Ready to Glide? Discover Chicago’s Hidden Corners with a 2-Hour Kayak Ride

Ready to Glide? Discover Chicago’s Hidden Corners with a 2-Hour Kayak Ride

Aug

01

North Rockwell Street

From : $33.00

Explore the Aurora Regional Fire Museum’s fascinating firefighting history with admission for one, two, or four—now at up to 42% off!

Explore the Aurora Regional Fire Museum’s fascinating firefighting history with admission for one, two, or four—now at up to 42% off!

Jul

01

North Broadway

From : $3.50

Crack Codes, Solve Mysteries—Up to 34% Off at Crisis Escape Rooms!

Crack Codes, Solve Mysteries—Up to 34% Off at Crisis Escape Rooms!

Aug

01

LaGrange Road

From : $89.00

Set Sail in Style: 3-Hour Private Boat Party with LTD Charters — Custom Adventures + Up to 27% Off!

Set Sail in Style: 3-Hour Private Boat Party with LTD Charters — Custom Adventures + Up to 27% Off!

Aug

01

East Monroe Street

From : $656.10

Command the Cockpit: 737 or Fighter Jet Simulation at Extreme Flight — Save 41%

Command the Cockpit: 737 or Fighter Jet Simulation at Extreme Flight — Save 41%

Aug

01

Tri State Parkway

From : $33.65

Sail Chicago: 75-Minute Tall Ship Windy Cruise — Departing from Navy Pier (Up to 25% Off)

Sail Chicago: 75-Minute Tall Ship Windy Cruise — Departing from Navy Pier (Up to 25% Off)

Aug

04

East Grand Avenue

From : $25.50

Chicago Pier Fireworks Segway Tour

Chicago Pier Fireworks Segway Tour

Aug

01

East Monroe Street

From : $79.92

Kayak Downtown Chicago: Sunset, Moonlight & Guided Tours with Wateriders

Kayak Downtown Chicago: Sunset, Moonlight & Guided Tours with Wateriders

Aug

01

North Kingsbury Street

From : $35.10

Chicago-Style Holiday Hike: Festive Food & Walking Tour for a Delicious Seasonal Adventure

Chicago-Style Holiday Hike: Festive Food & Walking Tour for a Delicious Seasonal Adventure

Dec

01

North Lake Shore Drive

From : $84.99

Chicago Mystery & Munchies: Solve a Murder on a Fun-Filled Food Tour with an Entertaining Guide

Chicago Mystery & Munchies: Solve a Murder on a Fun-Filled Food Tour with an Entertaining Guide

Sep

01

Main Street

From : $82.00

Discover the Science of Healing – Museum Membership for One or Family (Up to 20% Off)

Discover the Science of Healing – Museum Membership for One or Family (Up to 20% Off)

Sep

01

North Jean Baptiste Pointe du Sable Lake Shore Drive

From : $52.00

Chicago Segway Adventure – Lakefront, Museum Campus, or Fireworks Tour (Up to 20% Off)

Chicago Segway Adventure – Lakefront, Museum Campus, or Fireworks Tour (Up to 20% Off)

Sep

01

East Monroe Street

From : $62.00

Kayak Chicago: Explore Sunset Views, Bonfires & Iconic Architecture by River

Kayak Chicago: Explore Sunset Views, Bonfires & Iconic Architecture by River

Oct

01

West Le Moyne Avenue

From : $64.00

Private Yacht Escape: 2-Hour Cruise for Up to 12 Guests – Save Up to 30%

Private Yacht Escape: 2-Hour Cruise for Up to 12 Guests – Save Up to 30%

Oct

01

North Cannon Drive

From : $280.00

Three Avenues Bookshop Audiobook Walk

Three Avenues Bookshop Audiobook Walk

Sep

28

North Southport Avenue

From : Free

Chicago’s Secret Sidewalks: Architecture Adventure through the Pedway & Loop

Chicago’s Secret Sidewalks: Architecture Adventure through the Pedway & Loop

Oct

01

North LaSalle Street

From : $35.00

Explore Wicker Park’s Architectural Gems: A Guided Walking Tour

Explore Wicker Park’s Architectural Gems: A Guided Walking Tour

Oct

01

Main Street

From : $45.00

Chicago After Dark: Crime & Mystery Bus Tour

Chicago After Dark: Crime & Mystery Bus Tour

Oct

01

Michigan Avenue

From : $55.00

Architecture Lovers’ Must-See: Up to 50% Off at Chicago Architecture Center

Architecture Lovers’ Must-See: Up to 50% Off at Chicago Architecture Center

Oct

01

West Wacker Drive

From : $15.00

Experience the Windy City Like Never Before – FlyOver Chicago Now Open at Navy Pier!

Experience the Windy City Like Never Before – FlyOver Chicago Now Open at Navy Pier!

Oct

01

East Grand Avenue

From : $38.03

Explore Chicago’s Iconic Skyline: Architecture River Tour or Lake Cruise

Explore Chicago’s Iconic Skyline: Architecture River Tour or Lake Cruise

Dec

01

Michigan Avenue

From : $32.50

Segway the City! Explore Chicago’s Lakefront with Bike and Roll – Fun, Views & History

Segway the City! Explore Chicago’s Lakefront with Bike and Roll – Fun, Views & History

Oct

01

South Michigan Avenue

From : $59.00

Bird’s-Eye Views Await: Scenic Flying Tour Experience from Delta Fox

Bird’s-Eye Views Await: Scenic Flying Tour Experience from Delta Fox

Oct

01

South Milwaukee Avenue

From : $239.99

Walk Through History: Chicago Mahogany LLC Tours – Culturally Rich & Up to 22% Off

Walk Through History: Chicago Mahogany LLC Tours – Culturally Rich & Up to 22% Off

Oct

01

East 56th Place

From : $33.30

See all

Discover our top experiences

Wax & Relax: Candle Castle Experience for 1–10 Guests – Up to 9% Off

Oct

01

North Milwaukee Avenue

From : $50.00

Walk Through History: Chicago Mahogany LLC Tours – Culturally Rich & Up to 22% Off

Oct

01

East 56th Place

From : $33.30

Your Private Yacht Awaits – Breathtaking Views & Big Savings with Queen Myra

Oct

01

South DuSable Lake Shore Drive

From : $1080.00

Bird’s-Eye Views Await: Scenic Flying Tour Experience from Delta Fox

Oct

01

South Milwaukee Avenue

From : $239.99

Segway the City! Explore Chicago’s Lakefront with Bike and Roll – Fun, Views & History

Oct

01

South Michigan Avenue

From : $59.00

Explore Chicago’s Iconic Skyline: Architecture River Tour or Lake Cruise

Dec

01

Michigan Avenue

From : $32.50

Experience the Windy City Like Never Before – FlyOver Chicago Now Open at Navy Pier!

Oct

01

East Grand Avenue

From : $38.03

Buzz In! Game Show Experience for Friends or Teams

Oct

01

Oakbrook Center

From : $139.50

Ride the Rapids! Full-Day Rafting Excursion for Up to 3 – Gear Included

Aug

03

North Elston Avenue

From : $69.00

Light It Up: Hands-On Candle Workshop for 1 or 2 – BYOB at Blank Mason Candle Bar

Oct

01

Old Orchard Road

From : $49.00