Annapolis

Seaweed of some kind or other

We scooted off the Chesapeake City town dock in the AM and made our way south down Chesapeake Bay towards Annapolis. We dodged lots of floating objects along the way most of which turned out to simply be seaweed.












The trip down the Chesapeake was uneventful and looked something like this…

W05L008 to from Chesapeake City, MD to Annapolis, MD

Soon we were dropping anchor in Annapolis’s outer harbor just as the sun was setting.

Simple Life Anchored Position

In the morning we opened all the doors and windows and enjoyed what was a great day on anchor.

In the harbor we watched as Navy ships and passenger ferry boats glided by.

We could not wait to drop the dink and head into downtown Annapolis. I snapped a quick photo of Simple Life as we motored away from her.

Simple Life a Bruce Roberts TY57 Aluminum Hulled Motor Yacht

Annapolis allows free dinghy dockage at the end of “Ego Alley” as it’s called right in the heart of downtown Annapolis.

Ego Alley
Free Dinghy Dock

Once we tied up the dinghy you are right at the Alex Haley Roots statue.

We spied a Starbucks and Teresa smiled and took off like a shot to order her favorite espresso drink.

As we wandered around the city we snapped random photos of the sights we saw.

We walked to my Apple Watch declared I had set a record for outdoor activity. I think we need to get off the boat a little more often 😉 Hungry is what we were. We stopped at so many different restaurants to check the menu and finally settled on The Federal House for dinner. My “Hangover Angus Burger” and “The IPA When the Earth Stood Still” from Cult Classic Brewing were both AmaZinG!

We finished up our dinner and raced back to Simple Life to prepare for our good friends Buddy & Renee. There is nothing better than pulling into a distant port and getting to spend time with your cruising friends. Soon Buddy & Renee were tying up their dinghy on our stern and we enjoyed a sunset together.

Sundowner on the Flydeck with Sailing regatta going on in the background

Somehow a bottle of moonshine came out and Buddy said he could make a flamethrower… Teresa and I were thinking… we had never heard of this drink until Buddy lit up the night with his flamethrower.

We got to spend three memorable days enjoying dinner & laughs with Buddy & Renee. We look forward to when we are reunited again…

Anchored in Annapolis

Well sadly Old Glory did not survive the strong winds we went through getting up Delaware Bay. I was thinking of retiring it before the storm made my decision for me.

We had to retire Old Glory after the storm tore it up

We enjoyed our two night stay at the Granary Marina in Fredericksburg, MD. 

MV Simple Life was safely tied in her slip

MV Simple Life  at Granary Marina

The marina was empty as it was mid-November. 

Granary Marina Empty in Mid-November

The sun was setting on the Sassafras River so that meant it was Happy Hour @ the Granary Restaurant.

It was a cold walk and Kelly was telling me to hurry it up. Restaurant has a great outer deck overlooking the marina & river.

I loved that someone bolted an old dead tree to the top of a marina piling and put an eagle’s nest on top.


Rather than getting underway before sunrise we slept in and took our time leaving.

Soon we were making our way down the sinuous 10 mile stretch of the Sassafras river to the Chesapeake Bay. 

Beautiful Home on the Sassafras River

When we came in the river at night we had to dodge these fish weirs that extend out from the banks. Easy to spot this morning…

I wonder how well these weirs work?

Heading down the Chesapeake we passed a huge car carrier called the Triton Leader. 

The dogs were happy that today’s leg of our journey was calm and flat. 

Soon we were passing under the famous Chesapeake Bay Bridge.

two bridges side by side

Soon we were anchored behind the Navy Bridge. We had the whole anchorage to ourselves.

W02L006 (Leg 6 of our second winter living aboard) looked something like this. 

W02L006

Annapolis MD

Leaving Solomons Island we checked the weather and saw that there was a SCA (Small Craft Advisory) in effect. Thankfully we were getting higher up in the Chesapeake Bay. As you approach the head of the Chesapeake the fetch (amount of water the wind has to blow on) shrinks.

Small Craft Advisory
SCA due to a low and a cold front 

Annapolis Weather
Small waves with gusts

The trip North had us staying out of the way of many large ships which we would see again anchored just outside of Annapolis. Maybe they wanted some shore leave in Annapolis too?

I thought it would be more interesting if the ocean was not flat and these ships could simply slide down or be forced to push up hill.

There were many interesting structures in the bay like this lighthouse.

Upon arrival in Annapolis we grabbed a mooring and I dropped the dinghy and raced off to do a one-man pub crawl of Annapolis.

1st stop Pussers.

Luckily all the canals in Annapolis offer free dinghy tie ups.

2nd stop Dock Street.

Dock Street
Dock Street

3rd stop Middleton Tavern.

3 Middleton Tavern

4th stop Federal House.

4 Federal House

5th stop O’Brien’s.

5.1 O'Brien's 2

6th stop ACME.

6 ACME

7th and final stop Castlebay.

Castlebay 2

Castlebay was alive with karaoke.

As I made my way back to the dinghy at the end of the canal I recalled seeing this Alex Haley’s Roots statue the last time I was here.

And just like that I was returning to MV Simple Life and would sleep like a rock.

MV Simple Life return 1