09/19/2025
Lowes Warf, Good Friends,
Five O Clock Charters
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Five O Clock Charters "It's Play Time!"
For sailing, sunsets, sightseeing, and unique experiences.
We are an Annapolis based charter company providing people an opportunity to experience sailing on Chesapeake Bay.
09/19/2025
05/07/2024
Hello Friends, Like many local sailors here in Annapolis we truly support this foundation and hope you can too. Find a boat, Donate, share the spirit, and spread the joy.
Thanks!
https://secure.qgiv.com/event/ewespiritcup2024/team/957766/?fbclid=IwZXh0bgNhZW0CMTEAAR3ZjCDaAwqjll_dttoUrZ7CNzZkzQZnxcxR1AJn16fek72NySVMdSUqKT8_aem_AYjz2w1XXC5lZVGDId9pyCqMM2Vw7eU0VZ9XQ9MnpJNDC7K9wm8-nS4eLnpFpsv2ArU8SvScPHLE-nfxQmhGTrRe
EWE Spirit Cup 2024 This May, our team is participating in the Sailing Club of the Chesapeake's EWE Spirit Cup, which is helping the EWE Spirit Foundation raise money to support individuals facing urgent and immediate needs.
09/18/2020
https://www.youtube.com/embed/KFGNt0fblQ0
Remembering that day we sailed through town.
Sailing through Ego Alley! Sailing through Ego Alley, Annapolis, Maryland July 2015
04/23/2019
Great evening to be on the water.
04/11/2019
Sailing season has begun.
09/11/2017
Great time hanging in Shaw Bay last weekend with the Eastport Oyster Boys.
01/16/2017
In DTA for MLK
01/14/2017
In case you've not been out in while, just listen to sound of of the hull gliding though the water. Ahhhhh
01/07/2017
New website launched, please go check it out.
http://fiveoclockcharters.com/
Welcome to Five O'Clock Charters | Five O'clock Charters The term Five O' Clock has different meanings for different people. What it means to us is play time. With life’s busy schedules we need time to get away from the hustle and bustle that 9-5 work schedules create. So at Five O' Clock we invite you to leave it all behind and come out to play. Here at…
07/17/2016
New sail looks pretty good
04/06/2016
From the Field: Trash Trawl hauls microplastics from Bay waters Julie Lawson, Director of Trash Free Maryland, leads a research effort to determine the extent of plastic pollution in the Chesapeake Bay. Lawson, along with Stiv…
02/12/2016
How to Date a Sailor Have your eye on a cute sailor out there? Here are our tips for making a permanent place in his or her heart, and crew.
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Annapolis, MD
21401