WEDNESDAY 6:30PM SATURDAY 7:30PM
Navy Pier Fireworks Cruise
3-Hour Private Cruise
Up to 7 Guests
Money Back Guarantee
This all-inclusive, 3-hour private booking includes sunset sailing, night time swimming, and VIP views of the famous fireworks show @ Navy Pier!
You and your crew will split time cruising Lake Michigan in our 37' sailing yacht along with anchoring for a short-but-sweet display of the popular fireworks show. Guests will love this intimate and romantic option for experiencing Chicago in the summer.
500+ 5-star reviews
Sunset sailing meets twilight swimming followed by VIP views of Navy Pier's famous fireworks show.
New in 2025: all-inclusive Chicago sailing experiences!
Book any Sail & Swim Playpen Charter or Navy Pier Fireworks Cruise this season, and we'll throw in our welcome package at no additional cost. That means fewer coolers to carry, less ice to lug, and more time to focus on making memories with your favorites.
Your all-inclusive booking includes:
🥂 Complimentary Champagne Toast
🍻 (Pre-chilled) 12-pack of High Noon Vodka Seltzers
🥜 Unlimited Snacks & Non-Alcoholic Drinks
Explore your 37' luxury sailing yacht for the evening, S/V Dragonfly.
Guests:
Up to 7
Length:
37'
Bluetooth
Speakers
Private
Bathroom
Refrigerator
Access
Kitchenware
Available
S/V Dragonfly offers world-class sailing with comfortable amenities, encouraging you & your guests to focus on the adventurous day ahead.
The bimini umbrella in the cockpit gives ample shade and some light rain protection in our main seating area. Willing guests are welcome to relieve our captain and try their hand at the helm!
Lounging space for sunbathing and lake-gazing is available on the foredeck. This will be a popular locale for photo opportunities on beautiful days! Those camera rolls are no match for these views.
Down below, the teak interior cabin has two private changing rooms, a bathroom with shower, kitchen and comfortable salon seating area. The perfect place to store your bags, keep your drinks cool and prepare the days provisions.
Guests love our all-inclusive fireworks cruises!
7 years of fresh waters, exclusive parties & unforgettable experiences.
Embark on an unforgettable journey of sailing the Chicago Lakefront and be mesmerized by the views of the city lights and famous Navy Pier fireworks show. This evening cruise is simply magical. Enjoy a drink or two, Snap some photos, and listen to your favorite tunes with the city skyline as your backdrop. Then, prepare to be dazzled as you witness the spectacular fireworks show from the best seats in the house. All this and more from our 37' luxury sailboat.
Starting at $1,099 for up to 7 guests
6:30PM WEDNESDAY'S
7:30PM SATURDAY'S
No hidden fees. No surprise charges. 100% transparent pricing.
❌ NO hourly captain fees
❌ NO refueling costs
❌ NO docking fees
Golden Sail Money-Back Guarantee
Bad weather? Unexpected issues? We recognize things come up. Our money-back guarantee ensures you have the freedom to make adjustments with ease, providing peace of mind in the weeks and days leading up to your planned outing with us.
100% Refund up to Two Weeks From Departure
50% Refund up to 48 Hours From Departure
Full Refund for Weather Related Cancellations
Swap Dates With No Fees
Subject to Availability
