Need help? We're here.
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
We're with you beyond the booking.

Great Experiences, Carefully Selected

Discover memorable tours and activities from local experts who know their destinations best.

Real People, Real Support

Our concierge team is here to help before, during, and after your experience.

Go Beyond the Ordinary

From hidden gems to unforgettable adventures, find experiences worth traveling for.

Book with Confidence

Easy reservations, no added booking fees, and free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Discover incredible tours, activities, and local adventures in 500+ destinations. With personal concierge support every step of the way, Greetwell makes it easier to explore with confidence.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Destinations
  • Categories
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Need help? We're here.
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI

Explore Greetwell

Explore extraordinary experiences in 500+ destinations

What's trending

  • St. Augustine Nights of Lights
  • Fall & Holiday Experiences
  • Broadway Shows in NYC
  • Universal Orlando Tickets
  • Legoland California Tickets

Popular Destinations

Florida

·Orlando·Miami·Key West·St. Augustine·Destin·Panama City Beach

Hawaii

·Maui·Honolulu

California

·San Diego·Los Angeles·San Francisco

Southeast

·Charleston·Savannah·Hilton Head·Myrtle Beach·Nashville

Gulf South

·New Orleans

Northeast & Midwest

·New York·Boston·Chicago

West & Mountain

·Seattle·Las Vegas·Sedona·Denver

Caribbean

·San Juan

Browse by Experience

Tours & Sightseeing

  • Boat Tours
  • Ghost Tours
  • Train Tours
  • Food Tours
  • City Tours
  • Day Trips

On the Water

  • Snorkeling
  • Whale Watching
  • Sunset Cruises
  • Dinner Cruises
  • Jet Skiing
  • Dolphin Watching

Adventure & Active

  • Kayaking Tours
  • Parasailing
  • Zip Lining
  • Horseback Riding
  • ATV Tours
  • Hot Air Ballooning

Fun & Attractions

  • Theme Park Tickets
  • Escape Games
  • Axe Throwing
  • Bar Crawls

Food & Drink

  • Wine Tours
  • Cooking Classes

Rentals & Charters

  • Boat Rentals
  • Bike Rentals
  • Yacht Charters

Questions? We're here to help.Real people, 7 days a week.

[email protected]1-877-GREET-WELL
  • 6 Best Places to Stargaze in the US for Dark Sky Views in 2026
  • Best 289

    things to do in Chicago, IL

    Showing 97-120 of 289 results
    Chicago Ghosts & Gangsters Walking Tour

    Chicago Ghosts & Gangsters Walking Tour

    Trace Chicago's haunted lore, gangster history, and true-crime disasters on foot

    $37/ person
    Chicago River & Lake Michigan Night Skyline Cruise

    Chicago River & Lake Michigan Night Skyline Cruise

    See Chicago’s illuminated skyline from two waterfront perspectives

    $48/ person
    Chicago 42' Power Catamaran Charter

    Chicago 42' Power Catamaran Charter

    Double-decker catamaran for private entertaining and water views

    $3,180
    2-Hour Sailing Lesson on Lake Michigan

    2-Hour Sailing Lesson on Lake Michigan

    Build practical sailing skills aboard a 26-foot Chris-Craft on Lake Michigan

    $228/ person
    Full-Day Bike Rental Near Navy Pier in Chicago

    Full-Day Bike Rental Near Navy Pier in Chicago

    Rent a bike near the Lakefront Trail and Navy Pier—return it by shop closing

    4.9 • 2.5K reviews
    $47/ bike
    4-Hour Bike Rental Near Navy Pier in Chicago

    4-Hour Bike Rental Near Navy Pier in Chicago

    Rent a bike for 4 hours steps from Navy Pier and the Lakefront Trail

    4.9 • 2.5K reviews
    $41/ bike
    Chicago Sunset Sailing Charter

    Chicago Sunset Sailing Charter

    Sail Chicago's lakefront from Museum Row to Navy Pier at sunset

    $684
    Haunted Chicago River Cruise with Mobster & Ghost Tales

    Haunted Chicago River Cruise with Mobster & Ghost Tales

    Discover Chicago’s darker history from the river

    See prices
    Explore Chicago Loop Art Deco Walking Tour

    Explore Chicago Loop Art Deco Walking Tour

    Step inside Chicago’s Art Deco buildings on a 2-hour Loop walk

    $37/ person
    Private Chicago History Museum Tour with Expert Guide

    Private Chicago History Museum Tour with Expert Guide

    Explore Chicago's past with a private guide and museum admission included

    $345
    Private Chicago Loop Architecture Walking Tour

    Private Chicago Loop Architecture Walking Tour

    Trace Chicago's skyline story through Loop landmarks

    $345
    Chicago Helicopter Tour Over the Skyline & Lakefront

    Chicago Helicopter Tour Over the Skyline & Lakefront

    Watch Chicago open up beneath you on a professionally piloted helicopter flight

    $103/ person
    Chicago Women's History Walking Tour Downtown

    Chicago Women's History Walking Tour Downtown

    Uncover the women behind Chicago's art, architecture, and civic life

    $37/ person
    Hop-On Hop-Off Open-Top Bus Tour in Chicago

    Hop-On Hop-Off Open-Top Bus Tour in Chicago

    See Chicago’s skyline from above street level and explore at your own pace

    $43/ person
    American Writers Museum General Admission in Chicago

    American Writers Museum General Admission in Chicago

    Discover the voices that shaped American culture

    $16/ person
    Chicago History Museum Ticket with Great Chicago Fire Relics

    Chicago History Museum Ticket with Great Chicago Fire Relics

    Explore Chicago’s story through historic artifacts and hands-on exhibits

    $19/ person
    Medieval Torture Museum Admission in Chicago

    Medieval Torture Museum Admission in Chicago

    Explore the dark history of medieval punishment through interactive exhibits

    $36/ person
    Museum of Contemporary Art Chicago General Admission

    Museum of Contemporary Art Chicago General Admission

    Explore contemporary art with access to every exhibition

    $21/ person
    Field Museum of Natural History Admission in Chicago

    Field Museum of Natural History Admission in Chicago

    Explore 35 permanent exhibitions spanning prehistoric life and human history

    $29/ person
    Lake Michigan Jet Ski Rental

    Lake Michigan Jet Ski Rental

    Ride a Yamaha VX WaveRunner across Lake Michigan with Chicago skyline views

    4.9 • 840 reviews
    $121/ jet ski
    Chicago Jet Ski Rental

    Chicago Jet Ski Rental

    Ride a Yamaha jet ski across Lake Michigan with views of Chicago's skyline

    4.2 • 192 reviews
    $94/ jet ski
    Navy Pier Fireworks Cruise in Chicago

    Navy Pier Fireworks Cruise in Chicago

    Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views

    4.9 • 626 reviews
    $67/ person
    Paddle a 3-Hour Chicago Fireworks Kayak Tour

    Paddle a 3-Hour Chicago Fireworks Kayak Tour

    Night kayak tour to watch Navy Pier fireworks

    4.7 • 496 reviews
    $82/ kayak
    Private 47' Yacht Charter in Chicago

    Private 47' Yacht Charter in Chicago

    Cruise Chicago by private 47 ft yacht with space for up to 12 guests

    4.6 • 127 reviews
    $2,120
    1…456…13
    Yacht Charters69Boat Tours22Sailing18Kayaking Tours15Architectural Tours13
    More
    • Food Tours12
    • Birthday Packages10
    • City Tours8
    • Boat Rentals7
    • Themed Experiences7
    • Bike Tours6
    • Dessert Tours6
    • Art Tours5
    • Pizza Tours5
    • Bike Rentals4
    • Helicopter Tours4
    • Jet Skiing4
    • Museum Tours4
    • Baking Classes3
    • Car Rentals3
    • Celebrations3
    • Historical Tours3
    • Observation Decks3
    • Seasonal and Holiday3
    • Wine Tours3