Four quiet anchorages within an hour of Pier 6
Where to drop the hook for lunch and a swim on a day boat,
38°58′ N · 76°29′ W
Pier 6 · Since 1962
Private skippered charters
A 40-foot sloop for your party alone, a skipper at the helm and a steward in the galley. Lunch, sunset or a full day on the Bay.
Guests
Up to 6
Skipper
Always aboard
Length
3 or 6 hours
Charter from
$890
Three charters
The boat
Built in 2019 for day sailing: a wide cockpit for six, shade overhead, and a galley that can feed a party.
Length
40 ft
Guests
Up to 6
Crew
Skipper and steward
Cabins
Two, for changing
Shade
Bimini over the cockpit
Galley
Fridge, ice and a grill
Sound
Bluetooth, deck and saloon
Swim
Ladder and two paddleboards
A sunset charter
5:00 pm
Your skipper meets you on the dock, a ten-minute briefing, then a glass of something cold as the lines come off.
5:30 pm
Out of Spa Creek and onto the Bay; take the wheel if you want it, or leave it to the crew.
6:30 pm
A quiet cove for a swim or a paddleboard while the steward lays out supper on the cockpit table.
7:42 pm
The best seats are on the foredeck; the skipper times the turn so the sail glows.
8:00 pm
Lights on, an easy motor home up the creek, and the deck bar still open if the evening is not over.
The film
Order 48 hours ahead.
Bringing your own food and drink is welcome too.
From the galley
Chesapeake crab dip
$18
Warm, with Old Bay crackers and celery
Lobster rolls
$28
Brown butter, a toasted bun, kettle chips
The cheese and charcuterie board
$95
Maryland cheeses, cured meats, fruit; serves six
Smith Island cake
$12
Ten thin layers, chocolate fudge icing
Champagne
$90
A bottle, on ice in the cockpit
Provence rosé
$48
A bottle
Local beer
$36
Six cans from an Annapolis brewery
Soft drinks and water
Included
As much as you like
Your crew
Every charter skipper is also a club instructor; every steward has run a galley at sea.
Senior skipper
31 seasons on the Bay
Knows every lighthouse from Baltimore to the Potomac, and the story behind each one.
Skipper and instructor
12 seasons, 400 sunset sails
Will hand you the wheel for the run home and show you how to make the boat sing.
Skipper and steward
8 seasons, trained chef
Runs the galley on full-day charters and the best grill on Pier 6.
For the occasion
Tell the dock office what you are celebrating and the crew will plan around it, from the flowers to the timing of the turn for home.
01
The bow set with flowers, the crew out of the photos, and the ring safe until you ask for it.
from $990
02
The boat to yourselves at sunset, a bottle on ice and the anchor down in a quiet cove.
from $990
03
Up to six friends, a cake from the galley and the speaker turned up on the way home.
from $890
04
An afternoon away from the office that your guests will talk about for a year.
from $1,650
05
Life jackets in every size, a swim stop and a skipper who has three children of their own.
from $1,650
When to come
Sunset times are for the middle of each season at Annapolis; the skipper sets the start so you are at anchor for it.
Sunset
7:45 pm
April and May · water 62°F
Cool evenings, fresh breeze; bring a layer.
Sunset
8:35 pm
June to August · water 80°F
Warm water for swimming, calm nights.
Sunset
6:50 pm
September and October · water 70°F
The clearest sunsets of the year.
Sunset
5:00 pm
November to March · water 45°F
No charters; gift vouchers by post.
Charter guests
4.9
4.9 from 162 reviews
Tripadvisor
5.0 from 88 reviews
He proposed at anchor in Whitehall Bay and the crew vanished below as if they had rehearsed it. They had.
Priya and Tom · Sunset sail, June
We brought twelve clients across two charters. Alex and Sam ran it like a good restaurant: nothing asked for twice.
Grant Mercer · Client evening, August
My father sailed the Bay in the sixties. Ray let him take the wheel for an hour and he talked about nothing else for a week.
Alicia Brandt · Full day, September
Crab dip, rosé, a swim off the back and the sun going down behind the Academy. Worth every dollar.
The Okafor family · Long lunch, July
No. 0427
Gift voucher
An evening on the Bay.
For
Sunset sail, up to six
From
Pier 6, Annapolis
Valid
12 months
Gift vouchers
A printed card in the post or a PDF the same day, for any amount from $250 or for a whole charter. The person you give it to picks the date.
Any amount from $250, spent on any charter or sail
A whole charter the long lunch, the sunset sail or the full day
Valid for a year and moved free of charge if the weather turns
From the charter desk
