Page 2 - Activities for couples in Chicago

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Chicago by Night River and Lake Cruise

ExperiencesOutdoor activitiesWater activitiesActivities for couplesGuided toursLandmarks & monumentsWheelchair accessibleToursLuxury experiencesArchitectureViewing pointsCruises & boat toursSightseeingNightlife & bars

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night. Enjoy breathtaking views of the dramatic skyscrapers and Buckingham Fountain's spectacular light display while listening to lively commentary.

$45.00

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Chicago Night Driving Tour with Skydeck and River Cruise

44 Reviews

ExperiencesGuided toursOutdoor activitiesFamily-friendly activitiesLuxury experiencesSightseeing on wheelsLandmarks & monumentsToursWater activitiesActivities for couplesDriving experiencesCruises & boat toursSightseeingViewing pointsPrivate toursHidden gems

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

$204.00

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City Cruises Chicago: Lake Michigan Lunch or Dinner Cruise

217 Reviews

ExperiencesWater activitiesGuided toursActivities for couplesBoat partiesToursLuxury experiencesWheelchair accessibleFor adultsSightseeing on wheelsFood & drinksMusic activitiesDinner packagesCruises & boat toursNightlife & barsSightseeing

Dine aboard a yacht and enjoy an extensive buffet meal while cruising down Lake Michigan. Dance to the live DJ or play exciting games like giant Jenga and shuffleboard as you enjoy Chicago's sights.

$66.97

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Romantic Milwaukee Private Walking Tour

ExperiencesGuided toursSeasonal & Holiday ActivitiesNeighborhood toursFor adultsLandmarks & monumentsActivities for couplesToursSightseeingPrivate tours

Embark on a romantic journey through Milwaukee’s most picturesque landmarks, where you and your partner are the stars of a captivating love story.

$774.31

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City Cruises Chicago: Premier Lunch or Dinner Cruise

332 Reviews

ExperiencesGuided toursLuxury experiencesActivities for couplesToursSightseeing on wheelsWater activitiesFor adultsLandmarks & monumentsWheelchair accessibleSightseeingViewing pointsCruises & boat toursFood & drinksDinner packages

Hop aboard the Odyssey Lake Michigan, a yacht designed for the ultimate viewing of Chicago's sights, and savor a gourmet 3-course lunch or dinner while enjoying the view from the water.

$94.31

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Chicago: Tea Around Town With Curated Teas & Iconic Sights

2 Reviews

ExperiencesNeighborhood toursWheelchair accessibleSightseeing on wheelsToursActivities for couplesGuided toursTrolley toursFood & drinksSightseeingRainy-day activitiesPrivate tours

Discover Chicago with a unique tea tour. Sip gourmet teas, enjoy light bites, and soak up city views from a floral-themed double-decker bus with live entertainment.

$79.00

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City Cruises Chicago: Lake Michigan Fireworks Dinner Cruise

57 Reviews

ExperiencesLuxury experiencesGuided toursWater activitiesToursFamily-friendly activitiesSeasonal & Holiday ActivitiesActivities for couplesBoat partiesSightseeingNightlife & barsDinner packagesFood & drinksCruises & boat tours

Kick off summer's biggest celebration on a fireworks buffet dinner cruise. Marvel at Chicago's spectacular fireworks as you enjoy dinner, DJ entertainment, and rooftop games on the water.

$193.94

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Chicago’s Festive Lights: Private Magical Christmas Journey

ExperiencesGuided toursToursActivities for couplesFamily-friendly activitiesSeasonal & Holiday ActivitiesSightseeingPrivate tours

"Experience the holiday magic in “Chicago’s Festive Lights”, starting at 875 North Michigan Avenue, through N State St, and ending at Christkindlmarket for a traditional Christmas celebration."

$1,282.81

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Spinning Private Art Experience in Chicago

ExperiencesFamily-friendly activitiesActivities for couplesArtWheelchair accessibleRainy-day activitiesWorkshops & classes

Create your own spinning masterpiece in Chicago. Pour, splash, and swirl vibrant colors onto a spinning canvas using brushes and syringes in this fun team art experience.

$89.00

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Professional Photo Shoot in Chicago

ExperiencesWheelchair accessibleActivities for couplesDeals & DiscountsPrivate toursPhotography tours

Create amazing photo memories during your Chicago visit with a private photo shoot. Tailor your photo shoot to meet your style and requirements.

$395.22

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Chicago: Moonlight Paddle Tour on the Chicago River

11 Reviews

ExperiencesOutdoor activitiesWater activitiesNature & adventureGuided toursOutdoor sportsActivities for couplesToursPrivate toursSightseeingWater sportsCruises & boat tours

Paddle along the Chicago River at night and see the city’s skyline illuminated by the moonlight. Enjoy a serene and less-trafficked route through downtown Chicago.

$57.50

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