Pricing is flat fee based on timeframe the boat is booked.
You don’t need a boating license or permit to rent or be a passenger on one of our boats—our team handles all of that so you can simply relax and enjoy the experience. For bareboat charters, the Charterer hires their own licensed captain. We make this easy by providing access to a list of 3 qualified captains who are familiar with our vessels.
For our Bareboat Charters, a captain is hired separately by the Charterer. Captains typically charge $80–$120 per hour before gratuity, which is paid directly to your captain. Upon completion of booking you will receive a list of captains you may select from familiar with our vessel.
The hired Captain/Crew underneath the charterer are not considered passengers.
All of our vessels are equipped with premium, upgraded Bluetooth sound systems linked to an onboard Ipad equipped with Apple Music to enjoy while underway.
Our Bareboat Charter vessels (up to 12 passengers) are located at 31st Street Harbor — 3155 S. Lake Shore Drive, Chicago, IL.
We highly recommend using ride-share or car services, as parking can be limited and costly at the harbor, especially on weekends and event days.
We highly recommend using ride-sharing or car services due to limited and/or costly parking. Traffic around the harbors can be significant, especially on holidays or summer weekends. Plan to arrive at least 30 minutes prior to departure to allow ample time to walk from drop-off or parking to our dock, check in, get settled, and depart on time.
Yes — public parking options is available. Public parking is located across the street at 641 E. 31st Street. We strongly encourage ride-share or car services for all guests to avoid parking delays and ensure easy drop-off and pickup.
Guests are welcome to bring their own food and beverages, including alcohol. Boat will have cooler onboard for your use. Please avoid glass containers and staining liquids (such as red wine or cranberry juice) to prevent damage fees. For safety, stovetops are disconnected, and microwaves work only while docked and on shore power.
We do not allow overnight rentals of our vessels but you are more than welcome to book for an entire day.
We are open 7 days a week. Chicago’s boating season runs from late spring through early fall when conditions are ideal for being on the water, typically April to late October. Availability and peak times may vary depending on weather, special events, and seasonal demand.
We accept all major credit cards on our booking site. Please note that we legally cannot accept payment on behalf of your hired Operator/Captain as they are independent contractors that are selected and hired by the Charterer. For crew payment, we suggest reaching out to your hired Operator/Captain directly to discuss their preferred mode of payment.
A booking and payment are required to secure any reservation. 100% payment is due at the time of booking to confirm your reservation. Please note that reservations are only guaranteed once payment is received and confirmed.
One person will handle payment for the group — it keeps booking simple and secure.
Fuel is included with all Yacht Charters, ensuring a seamless, all-inclusive experience.
All cancellations must be submitted in writing by the Charterer to info@wetagaincharters.com. Please include your full name, charter date, and reason for cancellation in the email. Oral cancellations are not valid unless confirmed in writing by Wet Again Charters. Cancellation fees apply as follows: 100% refund only eligible within the first 24 hours of booking if charter date is more than 3 days out. Cancellations less than 3 days out will only be able to reschedule for a weekday charter upon availability.
While it is always our goal to go out on the water for your schedule charter, this ultimately depends if conditions are deemed charterable(safe) or uncharitable (not safe). To prioritize guest safety, we reserve the right to determine whether weather conditions are charterable or uncharterable for operation. Uncharterable conditions typically include, but are not limited to, severe storms, small craft advisories, gale warnings, high winds, or large waves. Light rain, brief passing storms, and cooler temperatures are considered charterable conditions. If weather conditions are deemed uncharterable, our team will work with the Charterer to postpone or reschedule the trip for a later date. In such cases, Wet Again Charters will issue a one year rescheduling credit to the Charterer, redeemable toward a future boat rental of equal or lesser value.
We recommend everyone bring sunscreen, sunglasses, and a phone for photos. You’re welcome to bring your own drinks, ice, and snacks—we’re BYOB-friendly. Please avoid glass and staining liquids like red wine as these can incur damage fees if something happens.
Comfortable, weather-appropriate clothing is best for your boating experience. Light layers and sun protection like hats or sunglasses are recommended. Swimwear is perfect if you plan to take a dip, and for evening cruises, bring a light jacket as it can get cooler on the water. Please refrain from denim as it may dye the seats which can incur damage fees.
Please submit a list of any decorations for approval prior to your charter. Items such as glitter, confetti, feathered boas, or open flame items (fireworks, sparklers, candles) are not allowed. Balloons, cakes, costumes, props, water toys, and flowers are welcome. Depending on other bookings, we cannot always guarantee early boarding to set up decorations before your start time. If you would like a decorations package please send email and we can provide options.
Our highest priority is providing a safe boat rental experience for all of our guests. Consisting of industry professionals, our team will educate you on water safety essentials from the time of booking to your departure. Vessel meets and exceeds USCG safety equipment standards, undergo regular preventative maintenance, and are disinfected between uses.
Children 13 years and younger are required to wear a life jacket at all times.
All guests are required to sign a quick waiver before boarding. It only takes a minute and helps keep everyone safe and covered. We do encourage guests to do this prior to arrival via their confirmation email.
For everyone’s comfort, safety, and to protect the vessel’s flooring and finishes, smoking is highly discouraged.
We love animals, however, to ensure their safety, we do not allow them on board.
We recommend consulting your doctor before attending to ensure it’s safe for your specific circumstances.
Please consult your doctor before attending to make sure it’s suitable based on your health and comfort.
Some guests can experience motion sickness, so we recommend taking Dramamine or a similar remedy before your trip if you’re concerned.
Yes — swimming is allowed. Guests may swim during daylight hours when water conditions are safe. Swimming is not allowed after sunset or in unsafe conditions, and we ask that you always follow your captain’s instructions for swimming instructions & safety.
Under U.S. Coast Guard bareboat charter regulations, it’s unlawful for vessels to exceed the 12-passenger capacity, and tying up multiple boats can increase the risk of violating those limits while also voiding our insurance coverage.
Our experiences are all about cruising and relaxing — fishing isn’t permitted on our charters due to permitting restrictions in the state of Illinois.
You can enjoy stunning fireworks cruises every Wednesday and Saturday night during the summer season from Memorial Day weekend to Labor Day weekend.
Stay updated on the latest promotions, group package discounts, coupon alerts, and exclusive giveaways by following Wet Again Charters ‘social media channels. Connect with us on platforms like Facebook and Instagram to make the most of your boating experience in Chicago.
We’d love to hear from you — leave us a review on Google or share your experience on social media!
We don’t provide photography services, but we always encourage guests to bring their own cameras to capture the memories! Please be sure to tag us as well!