Sunset cruises and sails in Chicago, IL
25 sunset cruises around Chicago with menus and prices taken from each operator's own site, from $2. Pick a time and book. No phone tag.
What sunset cruises and sails is actually like
Golden hour on the water, a drink in hand, and a skyline or coastline doing its best work.
- Board 15 to 30 minutes before departure. Grab a spot on the rail early.
- Cast off. Most sunset sails run 90 minutes to 2 hours.
- The crew narrates or plays music. Dolphins and sea birds show up more often than you'd think.
- Return to the dock just after dark.
Bring: A light layer, it's cooler on the water, Camera, Cash for the bar or a tip. Good for: Dates, parents in town, and anyone who wants the easiest great evening available.
How much does it cost?
Published prices here start at $2. Most operators list a few options by duration or group size; the exact menu is on each listing.
Do I need to call to book?
No. Pick a listing, choose a time and the number of guests, and book. The operator confirms on Outset.
Where does this information come from?
From each operator's own website and public listings. Operators can claim their page and correct anything.
Other places
Tampa BayMiamiOrlandoKey WestCharlestonMyrtle BeachOuter BanksVirginia BeachNew YorkBostonCape CodPhiladelphiaWashington DCDetroitMinneapolisNashvilleAtlantaNew OrleansAustinDallasHoustonDenverSalt Lake CityPhoenix
Other activities in Chicago
Jet ski rentalsKayak and paddleboard rentalsFishing chartersPontoon and boat rentalsParasailingTandem skydivingHelicopter toursHot air balloon ridesGo-kart racingEscape roomsAxe throwingPaintballHorseback ridingBowling alleysMini golfArcadesTrampoline parksLaser tagIce skating rinksWater parksTheme parksZoosAquariumsKaraoke roomsClimbing gymsShooting rangesArcheryGolf coursesZiplinesSki resortsBike rentalsSnowmobile toursRaftingScuba and snorkelSurf lessonsParaglidingGlider flightsBreweriesWineriesDistilleriesCooking classesSpasYoga studiosDance classesPottery and art classesFood, walking and city toursRage roomsTheatre and showsMuseums and galleriesGardens and parksCamping and glampingTennis and pickleballPools and swim lessonsMartial arts and boxingGymnastics and cheerFitness classesParty and event venuesSailing lessons and chartersDisc golf and driving rangesBilliards and dartsMotorsport and off-roadSauna and bathhouse