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Spend the Summer Months Relaxing on the Water 

When many people think of summer vacation, they envision themselves lying on a sandy beach soaking up the sun, along with hundreds of other people on the beach doing the same thing. However, these are not normal times. Your precious free time could be spent with your closest family and friends in a much more safe and relaxing setting aboard a chartered yacht from Anita Dee Yacht Charters.

Not only is sailing one of the safest summer activities you can indulge in this year, but it is also good for the mind, body, and soul. Being out in open water and enjoying all of the beautiful sights and sounds can provide the peace of mind you won’t be able to find anywhere else.

Sailing on a gorgeous yacht surrounded by water is also a powerful means to boost creativity and mindfulness. So many well-known creative minds have turned to sailing on yachts as a way to clear their minds for new ideas to flourish. Summertime yachting has been a pastime for innovative artists such as Dr. Dre and Steven Spielberg, to world-changing entrepreneurs like Google founders Larry Page and Sergey Brin.

Your Private Summer Getaway

Start your summer off right with a chartered yachting trip. Everyone deserves a break after making it through those bitterly cold winter months, and a day on the water is a fantastic way to set the pace for a productive and enjoyable summer season.

Spending a summer day offshore is a way to ensure a relaxing and fun time will be had by all. Avoid the hustle and bustle of the mainland and sail away on a chartered yacht filled with food, drinks, and good people.

And if you need an additional excuse to escape to the water this summer, consider spending your Labor Day sailing on Lake Michigan and taking in some of the most beautiful sights Chicago and the surrounding areas have to offer.

Amenities and Entertainment on Your Summer Yacht Escape

Ideally, we here at Anita Dee Yacht Charters would love to take care of anything you may need on your summer yacht excursion, but there are a few arrangements you should make before setting sail:


If you’re planning to be out on the water for more than just a couple of hours, you should expect people on board to get hungry.

Anita Dee Yacht Charters provides a long list of reputable catering companies that we are happy to work with to make your summer yachting trip even more delicious. If your ideal catering company didn’t make a list, don’t worry! We are happy to accommodate any licensed and insured caterers, and nearly any arrangements you may want to make when it comes to food and beverage service.


What’s sailing without some music to accompany all of the other wonderful, aesthetically pleasing aspects of the open water? If you are in charge of organizing a corporate event or a large family party, we are here to help. Anita Dee Yacht Charters’s fleet of modern yachts is complete with the best sound systems available to accommodate your chosen DJ or band.

We also provide a list of some of our favorite entertainment companies in the area. However, feel free to organize your own entertainment, which we would be happy to work with to ensure everyone has an unforgettable time on your chartered yacht.


Whether you are celebrating a summer holiday, wedding rehearsal, birthday, or anything in between, you will want the perfect chartered yacht setting.

Although Chicago’s breathtaking skyline is a treat for all of the senses, being surrounded by gorgeous floral arrangements will only make it better. Check out Anita Dee Yacht Charters’s list of exceptional florists in the Chicago area to be sure your chartered yacht is as beautiful as the city skyline itself.

Summer Yachting Destinations

The Chicago area and Lake Michigan provide some of the most beautiful vistas at any time of year. But enjoying those views on a chartered yacht in the warm summer air is an exquisite experience. Here are some destinations offering beautiful views:

Northerly Island

Home to some of Chicago’s most notable architectural achievements like the Adler Planetarium and Shedd Aquarium, Northerly Island is a must-see on the Lake Michigan shore. Here you can also catch a glimpse of Soldier Field, where the Chicago Bears have played all of their home games since the early 1920s.

Navy Pier

Aside from Willis Tower, Navy Pier is among the most iconic destinations along the Lake Michigan shoreline. Sailing to the pier to watch the sunset provides a gorgeous view of the city’s skyline as you watch the sun melt over the horizon, providing the perfect end to an evening on the water.

The 31st Street Beach

The shoreline beaches where Chicago meets Lake Michigan offer fantastic views of the city skyline and seemingly endless lake.

The 31st Street Beach, also known as the Margaret T. Burroughs Beach, is home to breathtaking views of Chicago’s skyline from the south at any time day or night. Sailing along the coastline from north to south will give you a renewed appreciation of Chicago’s beauty from a different point of view.

Grant Park

Should you choose to continue sailing north beyond Northerly Island, Grant Park will begin to open up before your eyes. This 300-acre public park is home to some of Chicago’s most historic buildings and attractions such as the Buckingham Fountain and Cloud Gate Sculpture.

The Perfect Summer Retreat

Summer is here, and the vast Lake Michigan waters are calling your name. Be sure to get in touch with the experienced yachting professionals at Anita Dee Yacht Charters by calling (312) 379-3191 and plan your luxury chartered yacht escape today.

Best Sailing Destinations on Lake Michigan 

When people think of the word “yachting,” they typically think of sun-drenched sandy beaches, crystal clear blue water teeming with brightly colored fish, and mega-yachts anchored right offshore. People are smiling, sipping fruity cocktails, and smelling like coconut sunscreen.

Here at Anita Dee Yacht Charters, we know that yachting can be all that – and so much more. Chicago is nestled on the shore of Lake Michigan, and for anyone native to the area, you know the Great Lakes are a treasure trove of breathtaking sights and a wealth of sailing lore and legend.

There is a rich history in these waters and a beauty that is just as captivating as what you’d find in any of the more tropical waters. For centuries, sailors have navigated the Great Lakes in search of trade routes and goods that could help them make their living. What they left us is even more valuable – rich stories and legends intermingled with sights you’ll remember forever. These are some of the best sailing destinations in Lake Michigan.

Navy Pier

Let’s begin in our own backyard, Navy Pier, which dates back more than 100 years. There is no shortage of fun for all ages at this destination, one of Chicago’s most celebrated entertainment hubs. There are rides and games, cruises, and public art exhibitions that celebrate the rich naval history of the area, plus more contemporary artistic endeavors.

In case you work up an appetite exploring all the sites at the pier, there is an abundance of restaurants to cater to any taste and, of course, plenty of shopping. Let’s not forget one of the most popular attractions at Navy Pier, the biweekly Summer Fireworks show. This amazing display is synchronized to music on Lake Michigan and is a must-see event if you are in the area from Memorial Day to Labor Day.

Chicago Harbor Lighthouse

Just east of the busy and bustling Navy Pier is the Chicago Harbor Lighthouse. This lighthouse was built in 1893 for the World’s Columbian Exposition before it was moved in 1919 to its present site. In 1925, the steam fog signal was replaced by an air diaphone one to increase its range on the water. Today it is an automated active lighthouse with modern technology that hasn’t lost its sense of history.

Bowers Harbor

Amidst the calm waters along the west coast of Lake Michigan sits Bowers Harbor. These relatively peaceful waters offer wonderful views and a perfect place to relax and take in the sights. Bowers Harbor boasts an amazing onshore history, as well, like the Bowers Harbor Inn. Built as a private residence back in 1928, it has since been renovated into a restaurant, but still holds the charm of the past. Bowers Harbor also has its own vineyard, in addition to the beautiful Bowers Harbor Park and Lighthouse Park.

Beaver Island

Towards the north end of Lake Michigan, you’ll find Beaver Island. This area is an outdoors man’s paradise. Also known as America’s Emerald Isle, Beaver Island is the largest island in Lake Michigan. Not only are there the expected fantastic spots for fishing, but there are also great areas for scuba diving and snorkeling. The island itself has abundant hiking trails, and its own unique version of Stonehenge called the Stone Circle. It is also one of the best places in the U.S. for stargazing because of its isolated location and dark skies.

Indiana Dunes National Park

Looking to enjoy the water and the sand? You don’t need a ticket to Florida, look no further than Indiana Dunes National Park, situated on the southwest coast of Lake Michigan just 50 nautical miles from Chicago. There are picture-perfect images of blue water lapping against soft sand along the park’s 15 miles of shoreline. There are plenty of outdoor activities, hiking trails, geocaching, and a host of other special interests.

There are also a number of secluded spots on the water that offer nothing but peace and solitude for those looking to get away from it all. This park has something for everyone. It is a diverse natural landscape that is well-deserving of a spot on our list.

Great Travers Bay

We admit it, the Great Lakes have a reputation for being unforgiving in times of inclement weather. They can be some of the roughest waters to cross, and there are numerous shipwreck stories to prove it. Nestled in a well-protected area is Grand Traverse Bay, where the water is calm pretty much year-round.

The bay is filled with ports worth exploring like Traverse City, which claims to be the Cherry Capital of the World due to their abundant cherry orchards lining the bay. Not to be outdone, there are also grapes that produce a healthy wine scene in the area, as well. There are smaller historic ports worth exploring. You’ll even find the town of Charlevoix, the old stomping grounds of a young Ernest Hemingway.

Explore with Anita Dee Yacht Charters

There is so much to explore on the Great Lakes, especially Lake Michigan. Food, culture, history, natural beauty, it is all here on the water ready to be discovered.

Yachting is the perfect avenue for exploring what the water has to offer. At Anita Dee Yacht Charters, we are passionate about sharing the beauty of Lake Michigan with others and proving that yachts don’t just belong in the Caribbean.

Are you ready to set sail and see what the waters around Chicago have to offer? Give us a call and let us help you take to the water in style. We are Chicago’s premier private yacht charter group. We cater to you to make your wedding, social gathering, corporate event, or any other special occasion something memorable. We have two vessels to choose from that can accommodate small intimate gatherings or large parties. We even offer catering and onboard event planning, so you don’t have to lift a finger.

Let us show you why we think yachting on the Great Lakes is something special. Call us today at (312) 379-3191 for more information.

Luxurious Celebrity Owned Yachts 

When you are one of the most famous people on the planet, where do you go to get away from it? We mean really get away from it all. It seems as if the prying eyes of the paparazzi are everywhere. For many celebrities, they have turned to the one place where luxury meets the ultimate in privacy, the open sea. Yachts have become the new playground for the rich and famous, offering them an escape from the world, at least for a time, without having to skimp on the amenities they are so accustomed to. It’s no wonder that the bigger the star, the more extravagant the ship.

At Anita Dee Yacht Charters, we wanted to get a glimpse into the yachts that cater to some of our favorite celebrities and personalities. From singing sensations to mega-hit directors, here is a look at some of the most extravagant yachts on the ocean.

Steven Spielberg

With hit movies like E.T, the Indiana Jones series, Schindler’s List, and Saving Private Ryan under his belt, Steven Spielberg is a Hollywood heavy hitter. He is arguably one of the most prolific and influential directors in the history of cinema. A man with those credentials can’t settle for anything less than a blockbuster, and that goes for his choice of yachts, as well. Yes, the director of Jaws isn’t afraid of the open ocean, not when he is sailing on his yacht, Seven Seas. Seven Seas is a $200 million megayacht that boasts one of the best pools on the high seas. It also includes floor-to-ceiling windows, a jacuzzi, gym, and, of course, a movie theatre sized screen. It’s Steven Spielberg, would you expect anything less?


The reigning “Queen of Daytime Talk” is also competing for the title of “Queen of the Open Seas.” Billionaire Oprah Winfrey owns a $60 yacht that she calls Trending. The ship can accommodate up to 12 of Oprah’s most fabulous guests and includes a gym, jacuzzi, and multiple bars, in addition to a wide selection of water toys. Want to try and live like Oprah? It’s going to cost you—you can charter the ship for $238,500 per week plus expenses.


Not to be outdone, Beyonce lays claim to the 213-foot-long Galactic Star. It can accommodate up to 12 guests just like Oprah’s Trending, but it also includes a heated swimming pool, jacuzzi, spa, and helipad. This yacht is decked out with the finest amenities fit for a queen, Queen B that is.

Nicolas Cage

Nicholas Cage is no stranger to indulging in his every whim. In addition to his numerous homes and real estate, he has also spent his hard-earned Hollywood money on some 22 cars, 47 pieces of artwork, and even a dinosaur skull. One of his more down-to-earth purchases was the yacht, Sarita. The yacht is decked out with wood-paneled walls, lush carpets, and manly leather furniture. It also features a pool, a large sunbathing deck, and a jacuzzi to unwind in. If relaxing isn’t your speed, it also includes fishing gear, Wave Runners, water skis, kayaks, and snorkel equipment.

David Gilmour

You may not recognize his name, but you’d recognize his guitar work anywhere. David Gilmour is the legendary guitarist for Pink Floyd, and he owns one legendary ship. The Astoria may look old-fashioned in appearance, but this is one modern piece of luxury. The Astoria is considered one of the world’s largest superyachts. Of course, it includes your typical yacht amenities, but this is the yacht of a guitarist, so it’s only fitting that it also includes a recording studio. Gilmour recorded parts of the last three Pink Floyd albums from aboard the yacht.

Roberto Cavalli

His name is synonymous with luxury designs. That’s not only true of his fashion empire, it’s true of his yacht as well. Italian designer Roberto Cavalli took inspiration for his yacht, Freedom, from Hollywood. The black and grey ship, with its sleek design and tinted windows, is meant to be an homage to the Batmobile. While the exterior may be the Batmobile of the sea, the interior of the ship is 100% Cavalli. The cabins and saloons are adorned with his signature animal-print furnishings, a far cry from the utilitarian look of the caped crusader’s signature vehicle.

Family of Steve Jobs

The late founder and genius behind Apple never got to see the yacht, Venus, to fruition. It was completed after he lost his battle to cancer. Owned by his family, Venus would make any tech-junkie proud. It is extremely private and features a variety of high-tech devices. Not surprisingly, it is outfitted with numerous Apple computers, and it also has seven Mac screens on the bridge. What other secrets does this luxury liner hold? No one really knows, it’s so private that no interior images of the ship have ever surfaced.

Yachts offer our favorite celebrities unlimited entertainment with maximum privacy. They are the perfect mix of luxury and sweet escape. It may seem like the yachting lifestyle is out of reach for everyone but celebrities, but that isn’t the case at all. Anita Dee Yacht Charters is Chicago’s premier private yacht charter company, and we offer you the VIP experience of a celebrity.

Docked in the heart of downtown Chicago, we have vessels that can cater to large celebratory gatherings or small intimate affairs. We are the place to go-to for the celebrity experience of a lifetime aboard one of our luxury yachts. From special events, weddings, or even corporate gatherings, let us show you why we reign supreme in the waters of Chicago. The VIP experience is not out of reach, contact us at (312) 379-3191 to find out how we can turn your yachting fantasy into a reality.

Innovative New Yachting Technology

Being in the yachting business, we are always very excited to see the latest trends and technology emerging in the yachting world today. The industry has come a long way from the transportation ships of yesterday to the sleek luxury liners of today. The yachting industry is embracing new technology like never before. The result—innovations in manufacturing and design, and luxury the likes of which we haven’t seen before.

At Anita Dee Yacht Charters, we’ve gathered what we think are some of the most interesting and promising innovations happening in our industry right now. The ideas of today are turning into the trends of the future, and we couldn’t be more thrilled.

3-D Printing

3-D printing is offering new and interesting ways to create things. While we love the fact that 3-D printing is being utilized for everything from toys to medical devices, we have to admit, we are a little shocked to hear that a Canadian yacht designer thinks that 3-D printing is the future of yachting technology.

Gregory Marshall thinks that it could be possible to print an entire yacht using the technology. While an entire luxury yacht being printed may be hard to swallow, Marshall thinks it’ll only be a matter of time. He sees the first step as printing large component parts with a 3-D printer and, from there, he believes the jump to a full-sized vessel is only a few more years away.


Today, Wi-Fi is just another piece of technology we’ve come to take advantage of. We rely on it every single day and yet rarely think of what our lives would be like if it were suddenly unavailable. When it comes to taking advantage of Wi-Fi at sea, those in the know understand that coverage on the sea is spotty at best, and extremely expensive at worst.

Imagine being able to sail the ocean and have access to live entertainment, sporting events, and other streaming services. That’s what the incredible minds at Google are working on right now. Project Loon by Google is an enterprise that seeks to deliver Internet access to even the most remote locations. Balloons could give you access to the world, no matter where in the world you’re located.

4K Ultra HD video

The 2019 Monaco Yacht Show gave us a glimpse into the future, and that future is 4k. Today, 4k video resolution is a must in today’s luxury yachts. 1080p is so last year. The most decked-out, private yachts are upgrading their entertainment centers with the latest in 4k technology, offering more vibrant colors, deeper blacks, and a picture so sharp, it could slice through butter.


The demographics of yachting is beginning to change. We are seeing younger generations become interested in yachts. These younger people have new ideas and different priorities when it comes to vessels, and that is helping to change the industry. One of those changes may be that multihulls could become the new normal. Multihulls are more efficient and that is important to a growing section of the yachting community. There is more talk about hybrid propulsion, eco-friendly boats, and more interest in lessening environmental impact.

Green Technology

Along those same lines, we are also seeing technology being used to create more eco-friendly yachts. The Black Pearl is considered one of the largest sailing yachts in the world, but it is also one of the greenest, as well. It uses a hybrid propulsion system and also utilizes solar power. It even includes a waste-heat recovery system. All of this technology combined may make it one of the most environmentally friendly ships on the seas, but utilizing any one of these green technologies in more yachts is a move in the right direction.

World Explorers

It isn’t enough anymore to just get away. More and more owners are pushing the boundaries of exploration and their yacht is the perfect means. Yacht owner Neville Crichton sees the future of yachting as one where owners seek out new and exciting, even more remote destinations. It feeds the thrill of adventure while letting people explore the world away from the hustle and bustle of others. It offers more privacy and more opportunity for seeing the world in ways no one else can, plus with the advances in technology and the ability for yachts to carry more toys, no matter how far you roam, you’re never without comforts or entertainment.

Just as our world continues to evolve and transform, so too does the yachting industry. No one is content to sail against the winds of innovation. The industry is expanding and finding new ways to use technology for the betterment of owners and the environment. This glimpse into the latest technology making its way into yachting is an exciting picture of the future of the industry and sailing in general. Innovators are always pushing the boundaries of what is possible.

At Anita Dee Yacht Charters, we love looking ahead to what is possible and what our future could hold. Incorporating these types of technological advancements may start at the top, but we look forward to being able to utilize technology in new ways in our own fleet. Our goal is to always be on the lookout for the newest and most innovative ways to keep our guests in the lap of luxury.

Whether you’ve been out on a yacht before and loved every minute of it or are new to the experience, Anita Dee Yacht Charters is Chicago’s premier private yacht charter service. We pride ourselves on offering you a VIP experience you and your guests will never forget. Weddings, social events, corporate events, we can handle it all with elegance and luxury. Take in Chicago as you’ve never seen it before with a yacht charter from Anita Dee Yacht Charters. Give us a call for more information on how to book your next event. We are passionate about helping you make memories that will last a lifetime.

Anita Dee Yacht Charters 200 N Breakwater Access Chicago, IL 60601 (312) 379-3191
Docked at Dusable Harbor on the Chicago River at Lake Shore Drive Download Full Directions