Five O Clock Charters

09/19/2025

Lowes Warf, Good Friends,

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

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, 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/

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

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

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.