Lake Michigan
Lake Michigan Sunset Cruise in Chicago
The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago River, through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.
Lake Michigan Skyline Cruise in Chicago
Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions.
Cruise along Lake Michigan and enjoy stunning views of Chicago's renowned skyscrapers from a unique vantage point. This tour offers an amazing opportunity to admire the city's breathtaking skyline and architectural wonders. Feel free to bring your lunch and savor drinks from the onboard bar as you relax and take in the scenery on this delightful sightseeing cruise.
Highlights:
Spectacular views of Chicago's famous skyscrapers
Onboard bar serving refreshing drinks
Relaxing and enjoyable sightseeing cruise
Experience Chicago like never before on this serene and scenic Lake Michigan boat tour. Remember to bring your camera to capture those social media worthy photos!
Chicago Buffet Lunch Cruise on Lake Michigan
Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Spend your afternoon on Lake Michigan with dining, picturesque views, DJ entertainment, and an assortment of games. While onboard, you’ll enjoy our chef-prepared lunch buffet, a fully stocked bar, and incredible views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a scenic lunch for two or for an unforgettable afternoon with friends and family, our Lunch Cruises are perfect for any occasion and serve as the best way to see Chicago from the water!
Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.
Lake Michigan Fireworks Cruise in Chicago

Rated 4 Stars, based on 89 Reviews.
No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this exciting and thunderous spectacle.
Lake Michigan 30-Minute Speedboat Ride

Rated 4 Stars, based on 304 Reviews.
Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to view Chicago from the water. Seadog offers fun for the whole family (and the dog, too!) combining an exciting speedboat ride along the shoreline with informative and amusing descriptions of the world-famous Chicago skyline!
Chicago Gourmet Dinner Cruise on Lake Michigan
Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan with dining, picturesque views, DJ entertainment, and dancing. While onboard, you’ll enjoy our chef-prepared plated menus, creative cocktails, distinctive service, and breathtaking views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a romantic dinner for two or for a special evening with friends and family, our dinner cruises are the perfect way to elevate any occasion and see Chicago from the water!
Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.
Includes
– 3-course, chef-plated menu
– Spectacular views of the Chicago skyline including the Willis Tower – and Adler Planetarium
– DJ-curated music
– Guaranteed table for your party size
– Complimentary coffee, hot tea, and iced tea
Chicago Skyline Tiki Chic Party Cruise on Lake Michigan

Rated 4 Stars, based on 11 Reviews.
Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. You can upgrade to our upscale "Admirals Lounge"which features top-shelf alcohol, including the captain's private reserve.
Your adventure starts on the Chicago Riverwalk when you board vessel. Enjoy a beverage as you complete the unique experience of transiting the Chicago Locks. Once on Lake Michigan take in the stunning views of Chicago's skyline.
Lake Michigan and Chicago River Architecture Cruise by Speedboat

Rated 4.5 Stars, based on 229 Reviews.
Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way to get up-close views of Chicago’s unique architecture and famous landmarks. Seadog offers fun for the whole family (and the dog, too!) with live narration along the city’s shore. Enjoy the speed of Seadog afterward during a short speedboat ride on the lake!
Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach

Rated 4.5 Stars, based on 20 Reviews.
Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront scenery in downtown Chicago on your own personal kayak, taking in the city skyline and lake views. Pull off at a nearby beachfront and enjoy time on the sand before paddling further.
Chicago Premier Lake Michigan Brunch Cruise

Rated 4 Stars, based on 24 Reviews.
Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet classics, bottomless mimosas, top-notch service, and breathtaking views of the city skyline, all while our live DJ sets the mood. Capture photos in front of Chicago’s famous landmarks, such as Adler Planetarium and Willis Tower, and soak in the sweeping panoramic views from the comfort of our comfortable indoor spaces and open-air decks. Join us for a spectacular brunch cruise that will not be forgotten.
Includes
2-hour brunch cruise on Lake Michigan
Chef-prepared buffet-style dining
Bottomless mimosas (must be 21 or older with valid ID)
Spectacular views of the Chicago skyline including the Willis Tower and Adler Planetarium
DJ curated music
Guaranteed table for your party size
Complimentary coffee, hot tea, and iced tea
4-Hour Traverse City Sunset Wine Tour: 3 Wineries on Old Mission Peninsula
Sit back and enjoy the gentle slopes, winding country roads and Caribbean-like views on a Traverse City Sunset Wine Tour. The Magic Shuttle Bus is a chauffeur service with an entire fleet ready to take your group around Old Mission Peninsula.
The 45th parallel, is home to the worlds most famous wine-making regions AND Traverse City. Grapevines planted in the region enjoy the perfect amount of sunlight for optimal growth. When coupled with micro-climates created by Grand Traverse Bay, and fertile soil, this sets the perfect stage for delicious award-winning wines that rival centuries-old grapes produced in Europe & California.
This 4-Hour Sunset Tour features 3 of the highest rated wineries in the state of MI. Great views, award winning wine, and a sunset!
*Wineries are subject to change based on availability*
*Gratuity of 20% for the driver is strongly recommended (Cash Only)*
Tour Start/End Times for Sunday-Friday: 5:30pm-9:30pm
Tour Start/End Times for Saturdays: 4:30pm-8:30pm
SEA LIFE Michigan Aquarium Admission Ticket

Rated 3.5 Stars, based on 73 Reviews.
SEA LIFE Michigan is the state’s largest aquarium with over 250 species and 2,000 creatures including sharks, rays, green sea turtles and more! Journey through the freshwater lakes of Michigan all the way to the depths of the ocean and meet the amazing creatures that live there. Then, visit the Interactive Touchpool and learn what it feels like to pet a crab, urchin, sea star and other rockpool creatures! Finish your adventure by strolling through the Underwater Ocean Tunnel and watch as thousands of tropical fish swim overhead! To get any closer, you'd have to get wet!
Come Sailing at Navy Pier Marina – Sunset Sail on Lake Michigan
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route.
This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for daytime sailing, see our other product listing "Come Sailing at Navy Pier Marina – Sail Beautiful Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing at Navy Pier Marina – Saturday Fireworks Sail". All charters are NON-SMOKING experiences.
Mackinaw City Sunset Cruise

Rated 4.5 Stars, based on 250 Reviews.
A one-hour cruise departing just before dusk daily. Departure times vary from 6 pm to 9 pm depending on the time of year. Please call or email to get departure times. It’s the best seat on the Straits for the sunset over Lake Michigan. Breathtaking views of Michigan’s grand peninsulas and architectural jewel, the Mackinac Bridge.
Small Group Lake Michigan Tour
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline from the water. We will grip the throttle for adventurous ride up and down the lake front on our safe and seaworthy US NAVY built Ridged Haul Inflatable Boat (RHIB). This experience is a unique way to see the city. This 45 minute tour is narrated by your Captain, a Coast Guard licensed operator, who will point out key points of historical significance and architecture while on your tour with 6 or less passengers on board.
Chicago Fireworks Premier Dinner Cruise on Lake Michigan

Rated 3 Stars, based on 62 Reviews.
A breathtaking evening of elevated dining and spectacular fireworks views awaits on our Fireworks Premier Dinner Cruise on Lake Michigan! There’s no better way to marvel at Navy Pier’s dazzling fireworks display than from an unobstructed vantage point on the water. This upscale evening features a chef-prepared plated meal, craft cocktails, and exceptional service. You’ll soak in sweeping views of the glittering city skyline from the open-air decks and comfortable indoor spaces while our live DJ plays all your favorite hits. Delight in a truly memorable dining experience on the water!
Chicago Signature Brunch Cruise on Lake Michigan

Rated 5 Stars, based on 2 Reviews.
Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is as scenic as it is delicious! and Spectacular views of the Chicago skyline including the Willis Tower and Adler Planetarium, You'll savor a chef-prepared buffet and bottomless mimosas while in our comfortable indoor areas. Marvel at unparalleled views of Chicago’s iconic landmarks, such as Willis Tower and Navy Pier from inside or enjoy fresh breezes on the open-air decks. This fun-filled brunch cruise experience for all ages is complete with lively DJ entertainment, dancing, games, and a fully stocked cash bar. Elevate your weekend plans with a one-of-a-kind brunch cruise on the water!
5-Hour Traverse City Wine Tour: 3 Wineries on Leelanau Peninsula

Rated 4.5 Stars, based on 318 Reviews.
Discover the best of Leelanau County's wineries with the convenience of inclusive transportation leaving from downtown Traverse City. This wine tour takes you to three carefully selected wineries, allowing you to savor the finest wines and revel in the stunning views without the worry of transportation. Our wine tours have won TripAdvisor's prestigious "Best of the Best" award three years in a row, and named among America's top 10 wine tours—a testament to our commitment to excellence.
You'll gain exclusive access to wineries that are typically not open to the public for join-in tours. At each winery, there will be plenty of time for you to enjoy and learn. You'll gain exclusive access to each winery's tasting room, where you can sample a variety of wines crafted using local techniques. Find something you like? You can always purchase bottles, and your tour drivers will safely hold your purchases until the tour is over.
20% Gratuity for drivers is strongly recommended-cash only
Mother's Day Signature Dinner Cruise on Lake Michigan

Rated 1 Stars, based on 2 Reviews.
This Mother’s Day, create family memories that will be treasured forever with an amazing Mother's Day Signature Dinner Cruise on Lake Michigan. While onboard, treat the mom in your life to a special night with our holiday buffet, classic cocktails, and Chicago's most incredible views. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop from our outdoor decks.
2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

Rated 5 Stars, based on 5 Reviews.
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha
You can lay back and relax to the sounds of the waves, or we can teach you a little about sailing and you can start working as crew.
I'm a USCG boat captain along with my son Richie (21) who is a small boat sailing instructor and is my dockhand. My daughter Kayle (24) and my wife Kelley will also help out with boat duties.