Angela's Charter Service

Angela's Charter Service Operating from Navy Pier. And as it turned out… marriage made on Lake Michigan. What better place to fall in love!

Angela Motola is the founder of Angela’s Charter Service, a women-owned Chicago yacht charter company focused on creating elevated private experiences aboard the Gypsy Spirit on Lake Michigan and the Chicago River. After eleven wonderfully rewarding years running Angela’s Charter Service, I am working with my husband, Joe Donofrio, managing our own luxury yachts in our company, Free Spirit Yacht C

ruises. Between Joe’s eighteen years as a private yacht charter captain and my expertise running a thirty-boat yacht charter broker company, we decided this could be a great joint venture.

08/13/2026
08/12/2026

🚨 EXTRA, EXTRA! LAST-MINUTE CANCELLATION! 🚨

The Gypsy Spirit is available for a private charter this Saturday for the Chicago Air & Water Show! ✈️🛥️

Tell your boss. Tell your mom. Tell your friends—and gather your group for an unforgettable afternoon on Lake Michigan!

Choose your charter time:
🕚 11:00 AM–3:00 PM
🕛 12:00 PM–3:00 PM

The Gypsy Spirit accommodates up to 49 guests and departs from Navy Pier Marina. Food and hosted bar packages are available.

This is a private whole-yacht charter—not individual ticket sales.

📞 Call or text 877-751-7175
📧 [email protected]

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08/11/2026

This season has been an adventure! We are so grateful for every moment of it. ❤️⚓️

Rebranding and getting Angela’s Charter Service off and running has taken a lot of work, heart and teamwork. But then we watch a group step aboard, relax, laugh and celebrate against the Chicago skyline, and we remember exactly why we started.

Our guests have called their experiences “truly magical,” “professional and warm” and “the perfect way to celebrate.” They’ve told us the planning felt easy, the yacht was beautiful and the crew made them feel welcomed and cared for from beginning to end.

That is the experience we want every guest to have aboard the Gypsy Spirit: beautiful surroundings, genuine hospitality, great energy and the freedom to simply enjoy the people you’re with.

Thank you to our guests, crew, vendors, friends and supporters for helping us bring this new chapter to life. We’re learning, growing and having an incredible time on the water.

And the best part? We’re just getting started. ✨

08/08/2026

Today’s 8:00 AM meditation and sound-healing experience aboard the Gypsy Spirit was truly magical.

We gathered at Navy Pier Marina beneath the morning sun, surrounded by open water and Chicago’s beautiful skyline. Together, we slowed down, set our intentions, released what no longer serves us, and created space to receive greater peace, clarity, and abundance.

The experience was calming, uplifting, and filled with genuine connection. By the end of the morning, the deck was full of smiles and laughter.

Thank you to everyone who joined us and brought such wonderful energy aboard. This morning showed us just how special wellness experiences on the water can be—and we’re looking forward to creating more.

Who would join us for the next one? ✨💙

08/07/2026

What does a night aboard the Gypsy Spirit feel like? ✨

One of our corporate guests just left us this incredible Google review:

“10/10 experience. So professional and warm. I’d book with them again and highly recommend them to anyone planning an event!”

Tomorrow night, we’re opening the Gypsy Spirit for a special Fireworks & Abundance Cruise on Chicago’s waterfront. 🎆🥂

Come aboard, enjoy the skyline, experience the fireworks from the water, and celebrate an evening centered around connection, possibility and abundance.

This isn’t just a cruise. It’s the kind of experience our guests are talking about long after they step off the yacht.

Fireworks & Abundance Cruise
📅 Saturday, August 8
📍 Navy Pier Marina | Gypsy Spirit
🎟️ Limited availability — reserve your spot now.

https://square.link/u/jTh1GkJm?src=sheet

08/07/2026

Corporate events don’t have to happen in a conference room.

Today we’re hosting another corporate cruise aboard the Gypsy Spirit, where business conversations happen against the backdrop of Chicago’s skyline.

From chef-prepared catering and premium beverages to comfortable indoor and outdoor spaces, we create an environment where teams connect, clients are impressed, and relationships grow.

Whether you’re celebrating a milestone, thanking your team, entertaining clients, or hosting a networking event, we’ll help make it unforgettable.

📍 Navy Pier Marina
🛥 Private charters for up to 49 guests
📅 Now booking late summer and fall corporate events.

📞 877-751-7175
🌐 www.angelascharters.com

This Saturday night, experience Chicago from the water aboard the Gypsy Spirit.Our 8/8 Fireworks & Abundance Cruise incl...
08/06/2026

This Saturday night, experience Chicago from the water aboard the Gypsy Spirit.

Our 8/8 Fireworks & Abundance Cruise includes:

✨ Gratitude and abundance experience
🎆 Navy Pier fireworks from the lake
🌃 Beautiful nighttime skyline views
🍴 Light bites
🍸 Cash bar available

Saturday, August 8
8:00–10:30 PM
$88 per person
Navy Pier Marina
Limited seating is available. Reserve your spot here:

Purchase Tickets https://square.link/u/jTh1GkJm

Tag someone you’d love to experience this with.

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Chicago, IL

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