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

Seas the Bay Sailing

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United States
Annapolis, MD
Seas the Bay Sailing

Seas the Bay Sailing is a premier captained charter service that provides private day and sunset sai Not only are you on a beautiful fully equipped 54 ft.

Seas the Bay Sailing Charters is a captained charter service that provides our guests with a private day or sunset sail on the Bay without the crowds and worries of trying to sail your own boat. We provide you with an experience that has everything you need to enjoy, relax and take in all that Annapolis “on the water” has to offer. sailing vessel, you can be assured that Captain Chris is highly ex

perienced and certified for safe and deft handling of this yacht in all conditions. First Mate Susan has years of experience taking care of guests on holiday in Italy, and she will make sure you have fun memories that will last a lifetime.

01/18/2025

Happy everyone! How will you spend your weekend? Planning a unique outing? 🌟 Our Specialty Cruises can accommodate up to 6 guests for birthdays, bachelorette parties, and more. Looking for a private dinner for two? We’ve got you covered. 🥂 Email [email protected] or call 410-881-3264 to book your custom sailing

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01/16/2025

Surprise your loved one with a romantic proposal cruise or celebrate life’s milestones on the water. 🌊✨ Fine wine, champagne, and gourmet appetizers are just the beginning. Let us make your special moments unforgettable. Contact us now: [email protected] | 410-881-3264.

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01/11/2025

Fine wine, gourmet appetizers, and breathtaking views. 🌅🍷 Perfect for anniversaries, birthdays, or even an intimate dinner for two. 💕 Reserve your specialty cruise now: [email protected] or 410-881-3264.

01/10/2025

Celebrate life's special moments with a customized cruise on the Chesapeake Bay. 🥂✨ Whether it’s an anniversary, proposal, or bachelorette soiree, we’ll make it unforgettable. Email [email protected] or call 410-881-3264 to book your specialty cruise today!

01/07/2025

We hope you have all had a wonderful start to the New Year! We are still reminising about all of the wonderful new friends we met at the , like Warren and Erica from ⛵️ Who do you want to see an interview with? Tell us below! ⬇️

Set sail into the Annapolis sunset with us! 🌅🛥️ Book your unforgettable private charter today at seasthebaysailing.com or call us at (410) 555-1234.

12/10/2024

BEST HOLIDAY GIFT- Buy an adventure for your loved ones today! 🎄🎅🏻🎁⛵️⛵️🌊.
Don't know what to get for your daughter and her boyfriend, parents, spouse, friends? Purchase a gift certificate for a private charter for our 2025 sailing season at our 2024 prices. Buy today as availability is limited.
If you would like to purchase, please go to our website in our bio for instructions. You can also email [email protected] or text 513-604-1387 and we will take care of this for you today!

10/15/2024

Thanks for stopping by Southerly !
I'd go offshore in a heartbeat with either one of these salty sailors! Wouldn't you?⛵️. Ok to be fair, one is my husband❤️ He's a superstar in my book too!

10/14/2024

As the VIP and Cruisers Creating Content Host Boat, we have had amazing special guests who have now become amazing new friends❤️ ( and I've adopted most of them🥰 now)

If these shoes could talk they'd have their own You Tube Channel!

Tune into all our Cruisers' You Tube Channels for the best adventures at sea!

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06/18/2024

05/31/2024

Southerly is having a Spa Day. Stay tuned for pictures of her face , I mean, bottom lift!! 😎⛵️❤️

05/28/2024

05/25/2024

Happy from the home of and Southerly!⚓️🇺🇸⛵️

Address

326 First Street
Annapolis, MD
21403

Opening Hours

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

Telephone

+14108813264

Website

http://www.seasthebaysailing.com/

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Videos

Another great interview with Teulu Tribe ⛵️ Keep an eye out for this sweet couple coming to an anchorage near you! 👉 Email [email protected] or call 410-881-3264 to catch the wind in your sails today! #SeasTheBay #SpecialtyCruises #AnnapolisAdventures

We hope you have all had a wonderful start to the New Year! We are still reminising about all of the wonderful new friends we met at the @annapolisboatshow, like Warren and Erica from @we_sailaway ⛵️ Who do you want to see an interview with? Tell us below! ⬇️ Set sail into the Annapolis sunset with us! 🌅🛥️ Book your unforgettable private charter today at seasthebaysailing.com or call us at (410) 555-1234. #SeasTheBay #SunsetCruise #AnnapolisSailing

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About Us

Captain Chris has been sailing for over 40 years, and has sailed offshore for over 25 years. His sailing adventures have taken him from Maine to Key West, Bermuda, Guadalupe, Puerto Rico, and Cuba to name a few. Safety at sea is his number one priority and you will be in excellent hands.

Susan Is co-owner and operator of Rosapepe Retreats, a boutique Italian tour company that accompanies visitors to her family hotel in Italy, and provides a unique and authentic experience in southern Italy.

With her husband Chris, Susan discovered the joys of sailing many years ago, and couldn’t be happier sharing this passion and experience with anyone who dreams of a day on the Bay!

Susan and Chris will make your sailing experience a day to remember, with comfortable accommodations, wonderful food and breathtaking sights.