Chesapeake Classic Yacht Charters

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Chesapeake Classic Yacht Charters Curating luxury cruises on the Chesapeake Bay aboard our Hinckley Picnic Boat
🌊⚓️🍾🇺🇸
Morning, Daytime, Sunset, Event + Wedding Private Charters

09/27/2026

What is our weather cancellation policy for say, a Nor’easter?! 🌊🌧️💨 Our customers will always receive a full refund for all weather-related cancellations! While it’s tough to have to call off a charter, the safety of our customers is always our top priority!

The last day of summer is here, but boating season isn’t over on the Chesapeake just yet ✨ Fall is one of our favorite t...
09/21/2026

The last day of summer is here, but boating season isn’t over on the Chesapeake just yet ✨ Fall is one of our favorite tjmes to be out on the water and we still have some October + November dates available, so visit our link in bio to plan your unforgettable day on the bay! 🍂🌅🥂

09/17/2026

Come aboard and take a sneak peak at this gorgeous charcuterie board from artisan_charcuterieco for a special couple’s milestone wedding anniversary charter! 🍾🥂🍇🧀🚤

Plot Twist: Boating Season isn’t over after Labor Day!  Fall is one of the BEST times to be on the water in Annapolis! 🍂...
09/14/2026

Plot Twist: Boating Season isn’t over after Labor Day! Fall is one of the BEST times to be on the water in Annapolis! 🍂🚤🌅
Looking for a fun date night, girls’ night, celebration, or just an excuse to get out on the water? Chesapeake Classic Yacht Charters can curate a beautiful, luxury experience on the bay — complete with gorgeous fall views, a private charter, and all the little details that make the evening special. We have limited availability in September & October. Send us a message to start planning your perfect evening on the water!

It wouldn’t be a great boat day without Line + Cleat keeping our littlest passengers safe out on the water!  Coast Guard...
08/26/2026

It wouldn’t be a great boat day without Line + Cleat keeping our littlest passengers safe out on the water! Coast Guard approved, comfortable, and chic! ⚓️ And be sure to check out our blog for our Top 3 Tips for Cruising with Kids!

08/24/2026

Weekends on the water are always well-spent with CCYC! Only a few weekend openings remaining for the 2026 season, be sure to book via link in bio!

Address

410 Severn Avenue
Annapolis, MD
21403

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm

Telephone

+14432128042

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