Tired of crowded restaurant reservations and generic Valentine’s experiences? This Valentine’s Day, escape the chaos and discover that Valentine’s Day yacht experiences in Chicago offer couples and professionals an elevated alternative, combining privacy, fine dining, and breathtaking skyline views. Instead of fighting for a table at a packed restaurant, imagine celebrating your love aboard a luxury yacht with personalized service, gourmet cuisine, and the stunning Chicago skyline as your backdrop.
Why Choose Anita Dee Yacht Charters for Your Valentine’s Day
When it comes to creating unforgettable romantic moments in Chicago, Anita Dee Yacht Charters stands apart. For over 50 years, this family-owned business has been crafting exceptional Chicago yacht charter experiences on the water. Founded by Tony and Anita Difligio, the company has grown into an industry leader, hosting hundreds of special events annually and welcoming over a million satisfied guests.
Anita Dee Yacht Charters operates two luxury yachts designed for different celebration sizes. The Anita Dee I is a 90-foot vessel accommodating up to 127 guests, perfect for intimate gatherings. The Anita Dee II is a 140-foot flagship accommodating up to 400 guests and featuring a piano lounge, formal dining areas, and multiple observation decks. Both yachts are docked at DuSable Harbor on the Chicago River at Lake Shore Drive, offering convenient access and stunning waterfront views.
What truly sets Anita Dee Yacht Charters apart is the commitment to customization and excellence. Every detail, from professional catering services to entertainment options to décor, is tailored to your vision. The professional hospitality staff ensures seamless service throughout your celebration. Guest testimonials consistently highlight the exceptional experience: guests describe it as “the best wedding they’ve ever been to,” with many noting they were “stunned by the views of the city.”
Private Dining with Gourmet Cuisine
Forget the noise and rush of crowded restaurants. Aboard a Anita Dee Yacht Charters yacht, you and your partner enjoy an exclusive private dining experience designed just for you. The yachts feature fully-equipped galleys and work with Chicago’s finest caterers to create customized menus that reflect your tastes and preferences.
Whether you envision a multi-course plated dinner, fresh seafood specialties, prime cuts of meat, or vegetarian gourmet dishes, the culinary options are limitless. Wine pairings and specialty cocktails complement each course. A full-service bar offers premium selections, and every yacht includes a complimentary champagne toast to celebrate your love. The intimate dining spaces, combined with the gentle motion of the water and soft lighting, create an atmosphere that no restaurant can replicate. For those planning wedding receptions or rehearsal dinners, the yacht’s dining capabilities provide an unforgettable venue.
Stunning Scenic Views of Chicago’s Skyline
One of the greatest gifts of celebrating on a yacht is the ever-changing view. As you cruise, you’ll see iconic Chicago landmarks from a perspective most people never experience. The Willis Tower, John Hancock Center, Navy Pier, and historic bridges frame your celebration. The Chicago River’s architectural gems pass by your windows, while Lake Michigan stretches endlessly beyond. Many guests enjoy our architectural cruises for this very reason.
Choose an evening departure to watch the sunset paint the sky in gold and pink, then see the skyline illuminate as night falls. The twinkling lights of downtown Chicago create a romantic backdrop perfect for photos and memories. Observation decks on both vessels offer 360-degree views, ensuring you and your guests never miss a moment of beauty. Our photography services can capture these stunning moments for your lasting memories.
Romance and Privacy on the Water
When you charter a yacht with Anita Dee Yacht Charters, you’re not sharing the experience with strangers. This is your private celebration. The exclusive charter means your group enjoys the entire vessel, creating an intimate atmosphere away from crowded venues and prying eyes. Whether you’re planning an engagement party or a romantic anniversary celebration, privacy is guaranteed.
Customize the ambiance to match your style. Soft lighting and elegant décor set a romantic tone, or choose live entertainment, such as a DJ, live musician, or simply the peaceful sounds of the water. The professional crew works behind the scenes, ensuring everything runs smoothly while you focus on what matters: celebrating with your partner. This level of privacy and personalized service transforms a dinner into an unforgettable memory. For corporate events or team building activities, the same attention to detail applies.
Flexible Cruise Options for Every Couple
Anita Dee Yacht Charters understands that every couple is unique. That’s why yacht experiences are fully customizable. Prefer a daytime cruise with bright sunshine and architectural views? Book a morning or afternoon departure. Want to experience the magic of sunset and city lights? Choose an evening charter. Our social events packages offer flexibility for any preference.
Select your route: cruise the Chicago River past historic buildings, or venture onto Lake Michigan for open-water views. Decide on your duration, whether a 2-hour intimate experience or an extended 4-hour celebration. Multiple docking locations, including River Roast, McCormick Place, and Sheraton Grand provide flexibility. Whether you want a dockside celebration or an on-water experience, Anita Dee Yacht Charters makes it happen.
Frequently Asked Questions
How much does a Valentine’s Day yacht charter cost?
Pricing for Anita Dee Yacht Charters starts at $1,295 per hour for the Anita Dee I. The final cost depends on your guest count, cruise duration, catering selections, and entertainment choices. There are no hidden fees. Pricing is transparent and straightforward. Contact (312) 379-3191 for a custom quote tailored to your vision. For larger groups, check our Anita Dee II pricing options.
Can we bring our own caterer or vendors?
Absolutely. While Anita Dee Yacht Charters works with preferred vendors who know the yachts inside and out, you’re welcome to bring licensed and insured caterers, photographers, or entertainers of your choice for an additional fee. This flexibility ensures your celebration reflects your unique style. Our entertainment partners are also available if you prefer professional coordination.
How many guests can we accommodate?
The Anita Dee I accommodates up to 127 guests, making it ideal for intimate celebrations or small group gatherings. The Anita Dee II accommodates up to 400 guests, making it perfect for larger celebrations. Whether it’s just the two of you or a group of close friends and family, Anita Dee Yacht Charters has the right vessel. See our gallery for vessel details.
What if the weather is bad?
Both yachts feature climate-controlled enclosed salon decks with full amenities, so you’ll be comfortable regardless of weather. Open-air observation decks are available when conditions permit. The professional crew manages all logistics to ensure your celebration proceeds smoothly. Check our FAQs for more weather-related information.
How far in advance should we book?
Valentine’s Day is peak season for yacht charters. Book 2-3 months in advance to secure your preferred date and time. Contact Anita Dee Yacht Charters early to check availability and begin planning your custom experience. Our contact page has multiple ways to reach our event coordinators.
Book Your Valentine’s Day Yacht Experience Today
This Valentine’s Day, give your partner something truly unforgettable. Skip the crowded restaurants and generic experiences. Instead, celebrate aboard a luxury yacht with private dining, stunning views, and personalized service that makes the evening all about you. Explore our wedding events or social events pages for inspiration.
Anita Dee Yacht Charters is ready to help you plan every detail. Call (312) 379-3191 today to discuss your vision, check availability, and start creating memories that will last a lifetime. Our event coordinators are standing by to answer questions and customize the perfect Valentine’s Day experience for you. Visit our about page to learn more about our 50+ year legacy.
Your unforgettable evening on the water is waiting.
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