Chicago
Boats & Yachts

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Our most recommended Chicago Boats & Yachts

Chicago River: 1.5-Hour Guided Architecture Cruise

1. Chicago River: 1.5-Hour Guided Architecture Cruise

Experience more of Chicago by boat than on any other architectural cruise. See architectural highlights and enjoy an open-air deck or climate-controlled interior as you travel the main River and its north and south branches. View all of Chicago's architectural highlights during this comprehensive sightseeing tour. Be entertained by the expert and friendly tour guides as they explain the 130 year-long history behind the skyline, while bartenders and staff keep you comfortable with refreshments.  Choose between the fresh air of the open-air decks or enjoy the comfort of the climate-controlled interiors during your cruise. The tour starts at the Michigan Avenue (DuSable) bridge and goes up the main branch of the Chicago River past Wolf Point. It then cruises along the north and south branches of the river, before heading back past the Chicago Riverwalk towards Lake Michigan. On the way, learn about ornate, historic early skyscrapers like the Wrigley Building and the Tribune Tower, the imposing art deco Merchandise Mart, mid-century skyscrapers like the Mies Van der Rohe AMA Building. Don't miss the circular Marina City Towers, the majestic Willis Tower (formerly the Sears Tower and the tallest building in Chicago) the soaring AON Center, and more modernist structures like Aqua, Trump Tower, Nuveen, and the new Vista Tower. During your cruise, have the opportunity to enjoy a full-service cash bar featuring authentic Chicago products, including local beer and spirits, and Garrett’s Popcorn. Don’t forget to take a selfie at the Grand Staircase at the front of the boat or pose for photos at the picturesque stern or bow of this classic vessel.

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Chicago River: 45-Minute Family-Friendly Architecture Cruise

2. Chicago River: 45-Minute Family-Friendly Architecture Cruise

Admire Chicago’s impressive architecture from a unique perspective aboard a 45-minute cruise sailing down the Chicago River, which features a full-service cash bar and live commentary tailored to entertain the whole family. Experience the best of the Chicago River from Lakeshore Drive to the Willis Tower, navigating along the South branch of the river, before heading back past the Chicago Riverwalk towards Lake Shore Drive and Lake Michigan. Be entertained by the fun and experienced tour guides as they explain the history behind Chicago’s buildings along the river and the exceptional architects who created this ever-changing skyline. Enjoy the most relaxing way to sightsee in Chicago- a perfect way to explore the city free of traffic noise and congestion. Make sure to visit the full-service cash bar featuring authentic Chicago products, including local beer and spirits. Explore the open-air decks that allow you to feel the cooling river breeze and see the city from many vantage points that provide perfect photo opportunities.

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Chicago River: Brunch, Lunch, or Dinner City Cruise

3. Chicago River: Brunch, Lunch, or Dinner City Cruise

Admire the unparalleled riverfront views as you enjoy a fine dining experience on the Chicago River. Arrive early for your 2-hour cruise, dressed to impress. Explore the beautiful Chicago Riverwalk when boarding the boat. The crew will welcome you aboard, and the ship's photographer will record the moment. You'll be escorted to your table in the dining area. With its gorgeous glass-enclosed design, you can enjoy Chicago's incredible architecture from your seat. Savor a delicious meal prepared freshly onboard, and choose to buy a cocktail from the bar.   To add to your enjoyment, the dinner cruise includes music provided by an onboard DJ. During the lunch and brunch cruises, occasional onboard narration will be provided about some of the architectural highlights along the river. On Wednesday and Saturday evenings throughout the summer, you'll have amazing views of the Navy Pier fireworks display. Sample dinner menu Choice of starter: Caesar salad Lobster soup Choice of main course: Jumbo lump crab cakes Maple and mustard glazed chicken breast Braised beef short rib Jumbo forest mushroom ravioli Choice of dessert:  Eli’s original cheesecake Duo seasonal sorbet Chocolate decadent cake Odyssey signature warm butter cake Sample Brunch Menu Choice of starter: Caesar salad Scottish smoked salmon toast Greek yogurt and granola parfait Fresh blueberries and strawberries Choice of main course: Cannellini bean shakshuka Maple and mustard glazed chicken breast Scrambled eggs  Raisin and cinnamon french toast Choice of dessert: Eli's New York style cheesecake Tres con leche flan Triple chocolate mud pie Freshly cut fruit and fresh strawberries Sample Lunch Menu Starter: Caesar Salad Choice of main course: Jumbo forest mushroom ravioli Maple and mustard glazed chicken breast Oven baked Atlantic salmon fillet Braised beef short rib Choice of dessert: Eli's New York style cheesecake Freshly cut fruit and fresh strawberries Duo of Sorbet

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Chicago: 1.5-Hour Romantic Sunset Cruise

4. Chicago: 1.5-Hour Romantic Sunset Cruise

Start your sunset cruise on the Chicago River at Michigan Avenue. Make your way along the main branch of the river towards Lake Michigan before entering the Chicago Locks, a modern engineering marvel, that will transfer the vessel onto the great Lake Michigan. The vessel will cruise along Lake Michigan as the sun sets behind the wonderful skyline offering several amazing views. Your local tour guide will give a very brief commentary along the Chicago River and entrance to Lake Michigan, but most of the 1.5-hour cruise is spent without narration, leaving you to watch the sun put on a beautiful display with the City skyline. Admire the many angles of the Chicago skyline from Lake Michigan, one of the largest bodies of fresh water in the world. Capture magical views of Chicago's twin super-skyscrapers, the famous Willis (formerly Sears) Tower and the John Hancock Building. You'll also get to admire the majesty of Grant Park with its famous Buckingham Fountain, and iconic Chicago venues such as Soldier’s Field, Adler Planetarium, and the Shedd Aquarium. During your cruise, treat yourself at the full-service cash bar featuring authentic Chicago products. Try local beer and spirits and Garrett’s Popcorn. Choose between the fresh air of the open-air decks or enjoy the comfort of the climate-controlled interiors during your cruise. Don’t forget to take a selfie at the Grand Staircase at the front of the boat or pose for photos at the picturesque stern or bow of this classic vessel.

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Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

5. Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

Cruise for 2 or 3 hours on Lake Michigan and see the sights of Chicago from a luxury boat, The Odyssey. Board the boat at Navy Pier and enjoy a personal greeting. Smile for the ship's photographer to capture the memory, then embark on an elegant dining cruise along the Chicago shoreline. After being seated at your private table, tuck into your gourmet brunch buffet or 3-course lunch or dinner consisting of creative meals prepared fresh daily by the on-board executive chef. After your meal, dance to the live music or relax on any of the 3 climate-controlled decks as you watch the skyscrapers of Chicago's distinctive skyline glide by. SAMPLE LUNCH AND DINNER MENU Starters (choice of one): Caesar Salad Lobster Bisque (dinner only) Jumbo Shrimp Cocktail (dinner only, available for additional price) Seafood Tower (dinner only, available for additional price) 2.5oz 1/2 Lobster Tail (dinner only, available for additional price) Main Course (choice of one): Jumbo Forest Mushroom Ravioli Oven-Baked Atlantic Salmon Filet Oven Roasted Frenched Chicken Breast with Rosemary and Thyme Braised Beef Short Rib Pan-Seared Fresh Pacific Cod (dinner only) 8 oz USDA Choice Filet Mignon (dinner only, available for additional price) 18 oz USDA Prime Striploin (dinner only, available for additional price) Two 5 oz Broiled Maine Lobster Tails (dinner only, available for additional price) Choice of Dessert:(choice of one): Eli's New York Style Cheesecake Duo of Sorbet Freshly Cut Fruit and Fresh Strawberries Triple Chocolate Mud Pie (dinner only) Odyssey Signature Warm Butter Cake (dinner only) French Macarons (dinner only, available for additional price) Champagne Chocolate Truffles (dinner only, available for additional price) SAMPLE BRUNCH BUFFET MENU Early Risers: Seasonal Fruit Breakfast Pastries Scottish Smoked Salmon Scrambled Eggs Breakfast Meats Breakfast Potatoes Build Your Own Belgian Waffle Station Late Risers: Caesar Salad Shrimp and Farfalle Pasta Salad Potato Salad Roasted Cedar Plank Oregano Salmon Maple & Mustard Glazed Chicken Hand Carved Strip Loin, USDA Choice Desserts: Odyssey Signature Dessert Station Chocolate Fondue Menu items are subject to change.

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Chicago: 1.5-Hour Lake and River Architecture Cruise

6. Chicago: 1.5-Hour Lake and River Architecture Cruise

Experience an architecture cruise along the Chicago River and Lake Michigan, a family tradition since 1935. Admire Chicago’s historic and ever-changing skyline with a local expert guide as you cruise through the city. Choose between the open-air decks or the comfort of the climate-controlled interiors during the cruise. Start the cruise at Michigan Avenue (DuSable) bridge and go up the main branch of the Chicago River to Wolf Point before heading back past the Chicago Riverwalk towards Lake Michigan. Learn about historic skyscrapers like the Wrigley Building and the Tribune Tower, the deco Merchandise Mart, mid-century skyscrapers like the Mies Van der Rohe AMA Building, the circular Marina City Towers, the AON Center, and modernist structures like Aqua, Trump Tower, Nuveen, and the Vista Tower. After passing through the Chicago Lock and cruising past Navy Pier, admire the Chicago skyline from Lake Michigan, one of the largest bodies of fresh water in the world. Here you can also see the twin super-skyscrapers, the famous Willis (formerly Sears) Tower, and the John Hancock Building. See the majesty of Grant Park with its famous Buckingham Fountain, and iconic Chicago venues such as Soldier’s Field, Adler Planetarium, and the Shedd Aquarium. Enjoy several vantage points for memorable pictures throughout, and finally arrive back at Du Sable Bridge on Michigan Avenue.

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Chicago City Mini Bus Tour with Optional Architecture Cruise

7. Chicago City Mini Bus Tour with Optional Architecture Cruise

After your hotel pick-up from most downtown Chicago hotels, board your climate-controlled minibus with a small group of twelve people or less. Enjoy the sightseeing tour which has won Chicago's "Concierge Preferred" award several years running.  Your tour begins in the heart of downtown Chicago, at The Loop.  Here you'll see incredible architecture, including the world's first skyscrapers.  You'll even go inside one that features a beautiful lobby designed by Frank Lloyd Wright.  The stop also includes views of The Chicago Board of Trade and the Willis (Sears) Tower. After The Loop, you'll tour through Grant Park, which is known as the city's front yard. The centerpiece of the park is the Buckingham Fountain (operational May to October).  Museum Campus is up next, with three museums, Soldier Field and the most spectacular skyline views in the city.  After a ten minute photo stop, you'll travel around Millennium Park, featuring The Bean, before heading up north along Wacker Drive, which parallels the Chicago River. You'll arrive in the fancy Gold Coast nightlife area and residential neighbourhood - one particularly interesting sight here is the original Playboy Mansion. Then you'll take a trip through part of Lincoln Park, and end the tour by zipping along Lake Shore Drive, past beaches and old mansions as we get you back to or near your hotel or parking place. For those wanting the ultimate Chicago experience, add on the option of the world-famous architecture cruise of Chicago. After your 2-hour minibus tour and a short break, climb aboard a state-of-the-art cruise vessel for a 75-minute cruise of all three branches of the Chicago River. Marvel at the architecture that has made the city so legendary. Gain insights into the buildings and engineering of a city that gave birth to the skyscraper and is the spiritual home of modern American architecture. An expert guide will lead you down the Chicago River to uncover hidden gems, as well the city’s most renowned landmarks, such as the John Hancock building and more.  

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Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise

8. Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise

See the sights of Chicago from onboard the Spirit of Chicago with a 2-hour (brunch and lunch) or 3-hour (dinner) cruise on Lake Michigan. Enjoy a buffet dining experience as you sail through the Windy City, and delight in panoramic views of the city's famous skyline. Board your vessel at Navy Pier and receive a personal greeting. Have your photo taken by the ship's photographer to capture the memory before being seated at your private table. Once there, gorge on your brunch, lunch, or dinner buffet consisting of creative prepared fresh daily, and listen to the onboard DJ's tunes. After your meal, play games like giant Jenga and shuffleboard, or bust out some moves on the dance floor. Don't forget to visit any of the 3 climate-controlled decks to watch the skyscrapers of Chicago's distinctive skyline glide by. SAMPLE BRUNCH BUFFET MENU Early Risers Seasonal Fruit Breakfast Pastries Scrambled Eggs Breakfast Meats Breakfast Potatoes Late Risers Organic Mixed Field Greens Green Bean Salad Red Beetroot Salad Roasted Broccoli Florets Baked Ziti Pasta Mashed Potatoes Oven-Baked Atlantic Atlantic Flounder Filet Honey and Sesame Chicken Hand-Carved, Slow-Roasted Strip Loin Dessert Raspberry Mousse Lemon Pound Cake and Fresh Strawberries Coconut Vanilla Cake Red Velvet and Chocolate Chip Brownie SAMPLE LUNCH AND DINNER BUFFET MENU Salads Organic Mixed Field Greens Organic Spinach and Kale Salad Green Bean Salad Kidney Bean, Black Bean, and Chickpea Salad Red Beetroot Salad Bow Tie Pasta Salad Vegetables, Potatoes, and Pasta Roasted Broccoli Florets Creamed Corn and Cheddar Cheese Casserole Baked Ziti Pasta Mashed Potatoes Entrées Oven-Baked Atlantic Flounder Filet Honey and Sesame Chicken Italian Beef Meatballs Braised Beef Short Ribs (dinner only) Dessert Seasonal Fruit Raspberry Mousse Lemon Pound Cake and Fresh Strawberries Coconut Vanilla Cake Carrot Cake Red Velvet and Chocolate Chip Brownie (dinner only) The menu is subject to change. Please inform your server if anyone in your party has a food allergy.

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Chicago: Fireworks Premiere Dinner Cruise on Lake Michigan

9. Chicago: Fireworks Premiere Dinner Cruise on Lake Michigan

Dine aboard our unique boat, the Odyssey, which is designed to provide the ultimate viewing of Chicago's sights. Dine on a gourmet three course meal served at your private table, then dance the night away to the live band and watch the beautiful fireworks display with the Chicago skyline as a backdrop. Experience an elegant dining cruise along the Chicago shoreline aboard the luxury cruising vessel, Odyssey. Your evening starts as you are greeted aboard by the Captain and crew and our ship's photographer will take a picture to capture your memory. After being seated at your private table, enjoy your gourmet three-course meal consisting of creative appetizers and entrees prepared fresh onboard daily by our Executive Chef. The wait staff will time your meal according to your preferences so you can savor every moment of your three hour dinner cruise. After dinner dance to the live music or relax on one of three climate controlled decks as you watch the lights of Chicago twinkling in the night. Don't forget to visit the Captains bridge, which is open during most of your cruise. Menu:  Tasting Trio Shrimp & Watermelon  English Cucumbers | Pickled Shallots | Extra Virgin Olive Oil Roasted Summer Vegetable SaladV  Yellow Corn | Zucchini | Caramelized Onions | Heirloom Tomato | Arugula | Herb Vinaigrette Whipped Goat Cheese  Candied Pecan Herb Crust | Balsamic Strawberries | Crostini Entrées Jumbo Lump Crab Cakes  Sweet Corn, Red Pepper & Thyme Succotash | Cajun Cream Sauce Oven Baked Atlantic Salmon Filet  Lemon Orzo with Red Onions & Sun-Dried Tomatoes | Citrus Dill Sauce Maple & Mustard Glazed Chicken Breast  Fingerling Potatoes & Chives | Haricot Verts | Dijon Mustard Cream Sauce Braised Beef Short Rib  Idaho Potato & Horseradish Mash | Baby Carrots | Pearl Onions | English Peas | Cabernet Sauvignon Sauce Greek Zucchini FrittersV  Lemon Orzo with Red Onions & Sun-Dried Tomatoes | Spring Onion & Cucumber Tzatziki Desserts Duo of Sorbet  Seasonal Sorbet | Fresh Fruit Granny Smith Apple Parfait  Cinnamon Spiced Apples | Almond & Oat Crumble | Candied Chili Bacon Salted Caramel Cake  Dark Chocolate Ganache | Raspberry Sauce Odyssey Signature Warm Butter Cake  Vanilla Bean Ice Cream | Blackberry Sauce Menu subject to change without notice.

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Chicago: Fireworks Buffet Dinner Cruise

10. Chicago: Fireworks Buffet Dinner Cruise

Quite simply, a Spirit dinner cruise is the perfect night out. A magical setting enhanced by dazzling city sights and Lakefront lights. An evening filled to the brim with wonderful cuisine, live music, dancing under a canopy of stars and a spectacular fireworks display over the Chicago skyline. This three-hour dinner cruise this is the ultimate Chicago experience. Menu:  Salads: Organic Mixed Field Greens  Grape Tomatoes | English Cucumbers | Carrots | Corn | Kidney Beans | American Cheddar Cheese | Herb Croutons | House-Made Ranch Dressing | Balsamic Vinaigrette | Low-Fat Italian Dressing Organic Spinach & Kale Salad  Aged Reggiano Parmesan Cheese | Red Bell Peppers | Red Onions | Lemon & Oregano Dressing Roasted Red Beet Salad  Pickled Shallots | Fresh Mint | Italian Parsley Mediterranean Couscous & Chickpea Salad  Scallions | Plum Tomatoes | Cumin & Paprika Vinaigrette Orzo & Bay Shrimp Salad  Scallions | English Cucumbers | Cherry Tomatoes | Dill & Mustard Vinaigrette Vegetables, Potatoes & Pasta: Roasted Broccoli Florets  Toasted Garlic | Chili Flakes Creamed Corn & Cheddar Cheese Casserole  Green Chilies | Scallions | Cilantro Baked Ziti Pasta  Aged Reggiano Parmesan Cheese | Mozzarella Cheese | Spinach & Garlic Sauce Mashed Potatoes  Idaho Potatoes & Roasted Garlic Entrees: Oven Baked North Atlantic Sole Filet  Tomato, Shallot & Caper Sauce Honey & Sesame Chicken  Scallions | Fresno Chilies Whole-Roasted Pork Loin  Dijon Mustard Cream Sauce Braised Beef Short Ribs  Baby Carrots | Cabernet Sauvignon Sauce Desserts: Seasonal Cut Fruit  Cannolis  Chocolate Drizzle Rice Krispy Treats  Cheesecake  Chocolate Cake  Strawberries & Vanilla Custard  Apple Cobbler Please note that menu items are subject to change without notice.

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Other Sightseeing Options in Chicago

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What people are saying about Chicago

Es un paseo muy bonito, bien explicado, las bebidas a bordo deliciosas, y las fotos que se pueden tomar en el paseo de las 5pm son increíbles, Chicago de noche se ve hermoso.

The tour guide, Jack, was the star of this trip- engaging, knowledgeable, and funny! I would highly recommend a tour with him!

We had beautiful clear skies and really enjoyed the views and listening to the tour guide.

Great tour. Very interesting to learn about Chicago history.

The tour guide for the 2pm sailing was out standing!!