Upper Chesapeake Boat School

10/27/2026

10/15/2026

Stephanie absolutely NAILED her close-quarters maneuvers! ⚓️

During this lesson, we practiced docking in and out of her slip in a tight marina, along with using a line to pivot the boat. These skills take patience, precision, and confidence, and Stephanie did an amazing job putting them into practice! 🌊

Want to gain more confidence? Book a boat lesson and build the skills you need to navigate, dock, and handle your boat with confidence!

10/14/2026

Our merch favorites are here! ⚓️🌊 From our cozy hoodies for those crisp fall mornings on the water, to beanies to keep you warm on chilly boat days, and classic Upper Chesapeake Boat School tees for everyday wear, we’ve got you covered!

Which one are you grabbing first: the hoodie, beanie, or tee? 👀 Shop our merch and find your new Upper Chesapeake Boat School favorite!

Want to purchase? Link is in the bio! 🚤

10/13/2026

Docking a boat can be nerve wracking at first! But if you can master close quarter maneuvers then you can certainly master docking a boat. 🚤
Learning close quarter maneuvers is simply learning how to get close to something without touching it.
2027 Scheduling dropping soon for the Upper Chesapeake Boat School! 📆

10/07/2026

We asked Captain Lauren about the hill she would die on as a captain! 🚤

Every captain has their own tips, tricks, and opinions when it comes to being on the water. At Upper Chesapeake Boat School, our captains are here to share that knowledge and help you become a safer, more confident boater 🌊

What’s your boating hill to die on? ⛵️

10/05/2026

The season isn’t over just yet! ⚓️

There’s still plenty of time to get out on the water, keep building your skills, and make the most of the boating season. Whether you’re working on your next certification, getting more comfortable behind the wheel, or just looking to gain more experience, our instructors are here to help you make the most of every lesson.

The cooler weather doesn’t mean the fun has to stop, there’s still time to get out on the water! 🌊

09/29/2026

Pre-lesson chat with Captain Lauren ⚓️

Today’s lesson was for a boater looking for a little more of a challenge, concentrating on docking the boat and close-quarter maneuvers.

Chesapeake City’s strong current makes it the perfect place to put those skills to the test, while building confidence and getting more comfortable handling the boat in tighter situations. 🚤🌊

09/19/2026

Melissa, Stephanie, and David had a great day at Upper Chesapeake Boat School! 🌊

The classroom portion of the day started out rainy, but the rain stopped well before lunch, allowing everyone to get out on Seas Get Degrees to practice close-quarters maneuvering and docking along a T-head.

Canal traffic was light, but we did get to watch a pilot board a car carrier on our way to Summit North. Socool! 🚢

Our level 1 is highly recommended and always a client favorite. Another great day on the water!