Late Summer Long Cruise-Chestertown
2024-08-24 08:00 - 2024-09-01 17:00 (America/New_York) | Chestertown
Late Summer Long Cruise-Chestertown
Saturday, August 24, 2024–Bodkin Creek
Sunday, August 25, 2024–Annapolis / Eastport
Monday, August 26, 2024–Magothy River
Tuesday, August 27, 2024–Lankford Bay
Wednesday, August 28, 2024–Chestertown Marina
Thursday, August 29, 2024–Chestertown Marina
Friday, August 30, 2024–Queenstown Creek
Saturday, August 31, 2024–Rock Hall / Swan Creek
Sunday, September 1, 2024–Home
A good mix of marinas and anchorages, and every destination except Chestertown has an anchorage option for those who prefer. No super long days unless people want to stay out and sail, many pools along the way. And of course the spa in Chestertown for pedicures all around.

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Last Rites of Summer Weeklong
2024-09-28 08:00 - 2024-10-05 17:00
Last Rites of Summer Weeklong
LROS CRUISE 9/28 – 10/05
SAT 9/28 TO WORTON – From Middle River, or your home port, head out to Worton at 9 AM, 11NM.
Destination Worton Creek Marina. A leisurely sail will get you there in time for a nap before the fun
begins. Cocktails on the hill at 5PM. Dinner will be after cocktails with us supplying burgers, dogs, and
more. You bring a side, and as always, your choice of drink. After dinner we will have a round of “Team
Sailing Trivia” with the chance to win BIG MONEY! Remember, evenings on the hill in late September
can be cold, so dress accordingly.
SUN 9/29 TO ANNOPOLIS – Head out at 9AM for Annapolis, this will be the longest passage of the
cruise, 29 NM. In Annapolis, grab a mooring ball, pick a marina or an anchorage. Dinner on your own.
The water taxis will be running, so access to downtown for a late-night dessert, coffee, or maybe even
a cocktail or two since Monday will not require an early start.
MON 9/30 IN ANNAPOLIS–Have breakfast on your boat or hook up with friends for a visit to the many
eateries in Annapolis. At 1PM we will tour the Naval Academy’s Museum in Preble Hall. It is incredible!
This will leave time to explore the city before dinner. Dinner will be as a group at a restaurant to be
determined.
TUES 10/1 TO ST MICHAELS – Head out at 9AM for SM’s, 27 NM. Depending on the weather
conditions, this day could be an option for the annual LROS MATCH RACE! If conditions are good, we
will pick a spot south of Annapolis to start, head south then east into the Eastern Bay at Bloody Point,
then race to a point at the NE Tip of the Eastern Bay. After completion, head up to St. Michaels, take a
slip, or anchor. Dinner on your own.
WED 10/02 ON TO WYE ISLAND OR SPEND THE DAY EXPLORING ST MICHAELS
(OPTION 1) Head on to the Wye, take an anchor, 4.5 NM. We will explore the island and its trail
system. Many anchorages can handle several boats, to be determined later depending on weather
conditions. There is a section on the SW Tip of the island that contains the Tunnel of Trees, very cool!
After a thorough exploration we will return to the boats for cocktails and then dinner on your own.
(OPTION 2) – If exploring the island is not for you, stay in St Michaels, after a late breakfast you can
explore The Chesapeake Bay Maritime Museum’s New Welcome Center, it is worth a look. Or if you
are feeling lazy, just blow off the afternoon and explore the city. Leave in time to find and anchorage on
the Wye, as you rejoin the fleet for cocktails, 4.5 NM. Dinner on your own.
THUR 10/03 TO RHODE RIVER – Head to the Rhode River, 22NM. We will anchor in Sheep’s Head
Bay, near the Big Island. Depending on the weather conditions, this day could be an option for the
annual LROS MATCH RACE! If conditions are good, we will pick a spot at the upper end of the
Eastern Bay to start, sail down the Eastern Bay, around Bloody Point, and finish at the mouth of the
Rhode. Last night for dinner on your own.
FRI 10/04 TO ROCK HALL – Depart the Rhode at 9 AM, head NE under the Bay Bridge and continue
to Rock Hall. 23 NM. Pick a slip, mooring ball or anchorage. Dinner will be together at the Blue Heron.
SAT 10/05 HOME – Depart Rock Hall at 9 AM, head home. 22NM.

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Hardy Cruise
2024-10-26 08:00 - 2024-10-27 17:00
Hardy Cruise
har·dy
/ˈhärdē/
adjective

robust; capable of enduring difficult conditions.

Similar: strong, sturdy, tough, rugged. Do people call you Captain Ahab?
It is late in the season and it might be cooler but we know some of you hardy sailors will endure. Let’s see who will dare to sign up and then we can put our hardy heads together and decide where the wind will take us. Who knows? It could be sunny and warm but we will come back with tales of high winds and higher waves that we lived to tell about. Sign up if you dare.

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Land Cruise: Sailing Through The Winter Solstice – Saturday, December 7th
2024-12-07 16:00 - 20:00 | Carroll Linear Park, Carroll Creek Linear Park, Frederick, MD, 21701, United States
Land Cruise: Sailing Through The Winter Solstice

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EGGNOG CRUISE
2025-01-01 10:00 - 14:00
Eggnog Cruise. Start the New Year right!
Start the new year off right by going out for a sail. Weather permitting, we will go out for an hour or two sail and drink a little eggnog to toast in the new sailing season. Then, we will meet somewhere to warm up and have lunch. If your boat is in the water, and you would like to go out, sign up. If you would like to be crew, you can contact the Captains of those going out and sign up as crew.
The decision to go out will be up to the Captains of the boats who sign up

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SHAKEDOWN WEEKEND & NC3 GATHERING - MAY 3- May 4
2025-05-03 10:00 - 2025-05-04 12:00
SHAKEDOWN WEEKEND & NC3 GATHERING – MAY 3
Daysail with anchoring in Sue Creek. Dingy to NC3 gathering at BYC.

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Annapolis Airshow - May 20- May 22
2025-05-20 08:00 - 2025-05-22 17:00 | Annapolis, MD, Annapolis, MD, 21401
Annapolis Airshow – May 20-22
Sail to Annapolis and get a front row seat to see the Blue Angles participate in the U.S. Naval Academy Graduation Air Show. Bruce and Norma Stumpp are hosting this mid-week cruise. The Blue Angels return to Annapolis on May 20 & 21. The Boeing F/A-18 Super Hornets fly as fast as 700 mph and as slow as 120 mph during the demonstration. They can reach altitudes as high as 15,000 feet or as low as 50 feet. At times, the jets are only 18 inches apart. The Blue Angels arrive on Tuesday, May 20 for practice. They will circle the city from 11 a.m. to 1 p.m. The full flight demonstration is Wednesday, May 21 at 2 p.m. over the Severn River.

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Memorial Day Cruise - May 24- May 26
2025-05-24 08:00 - 2025-05-26 17:00
Memorial Day Cruise – May 24-26
Memorial Day Dingy cruise has been changed from the Gunpowder to Swan Creek in Rock Hall!
We will leave on the 24th around 10 AM and sail south to Rock Hall and enter Swan Creek. The choice is yours for either dropping the hook or taking a slip. I would recommend Swan Creek Marina as you can get a mooring or a slip. Call 410-639-7813. They offer dingy tie up as well to get onto land. Mooring is $40 dollars a night and slips are $3.00/ft and 8 dollars electric.
Weather permitting, we will do a raft up for happy hour around 4 pm. If the weather is not permitting, we will take a walk into town and try to find some ice cream. Dinner is on your own. Around 8 pm we get together on the dingys and have a toast to the sunset. Sunset is at 8:14 PM.
Sunday breakfast is on your own. At 10 AM we will take the dingys and explore the far reaches of Swan and Tavern Creeks. Bring some snacks and drinks, suntan lotion and a handheld radio if you have one. It could be a 3-hour tour! We will go as long as we want. Back to the boats, it will be afternoon nap time. Dinner is your own but I recommend Blue Heron Oyster House. It’s a 10 min walk from Swan Creek Marina. It will be crowded, and I think its first come first serve but they have outdoor seating.
Monday we will wake up and around 9 am head back to our home base.

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Cruise to Annapolis and tour of Thomas Point Lighthouse - June 7 - June 9
2025-06-07 08:00 - 2025-06-09 17:00 | Annapolis, MD, Annapolis, MD, 21401
The NC3 will visit Annapolis again in June 2025 with a private tour of the Thomas Point Light house and an evening at the at the Annapolis Summer Garden Theater. On Saturday evening June 7th, the Annapolis Summer Garden Theater will be showing the comedy “Disaster” (hopefully not an omen for the cruise). Those interested can join us at the show on Saturday evening at 8:30 pm (tickets are $30 pp). On Sunday morning we will have a private tour of the Thomas Point Lighthouse. The tour will depart from the Annapolis Maritime Museum in Eastport (on Back Creek). We will travel in their boat, not our own, to the lighthouse. Boat travel time is 30 min each way and the lighthouse tour will be about 90 minutes for a total dock to dock time of 2 1/2 hrs. The tour will cost $90 per person.
April UPDATE: The cruise currently has 14 registered and the maximum is 16! If the tour is cancelled due to the weather, everyone gets a full refund. If there is enough demand, we can schedule a second tour of the lighthouse on Sunday afternoon. There are currently slips available at Annapolis City Marina, just on the Eastport side of the drawbridge to Annapolis, but cruisers can stay at a mooring ball or the marina of their choice. If you call the marina, mention NC3 so they keep folks near one another.
Sailing plan is to arrive in Annapolis on Saturday afternoon with a potential overnight stop in the Magothy River on Friday night to break up the trip to Annapolis. For members returning home Sunday, the lighthouse tour will end before lunch allowing time to sail home in the afternoon. Those staying over Sunday night will depart back for home on Monday morning. I plan to stay in Annapolis City Marina, just on the Eastport side of the drawbridge to Annapolis, but cruisers can stay at a mooring ball or the marina of their choice. Contact Pieter and Kathy Einthoven for more information at kpeinthoven@gmail.com or 610-772-0265 (text or call).

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Early August Cruise - Aug. 7 - Aug. 10
2025-08-07 08:00 - 2025-08-10 17:00
Early August Cruise
TH Aug 7 Middle River to Meredith Creek (off of Whitehall Bay on the Severn) – Dinner aboard – Anchor
FR Aug 8 Meredith Creek across the river to Annapolis. Late morning walking tour through “Old” Annapolis. Round-trip distance from Eastport is under 4 miles. Walking trip ends at Chick and Ruth’s Deli Restaurant for lunch. After lunch visit the State House before returning to the boats. Marina or Mooring Ball
SA Aug 9 Annapolis to Dividing Creek on the Magothy. Last call for group dinner…dinghy over to The Point Crab House & Grill. Anchor
SU Aug 10 Set sail for home.

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August Mid-Summer Cruise - Aug 23 - Aug 30
2025-08-23 08:00 - 2025-08-30 17:00
Mid-summer Cruise
SA Aug 23 Middle River to Cornfield Creek just above Gibson Island on the Magothy River – Dinner aboard – Anchor
SU Aug 24 Cornfield Creek to Knapp’s Narrows, under the drawbridge and up Harris Creek to Dun Cove. Dinner aboard – Anchor, or, if you prefer, take a slip along the long pier at Knapp’s Narrows Marina. Restaurant options available at Knapp’s.
MO Aug 25 The Choptank is Maryland’s best sailing river, and we have great wind conditions more often than not. Sail for about 4 hours (or more) to reach Cambridge. This afternoon, we will order delivery from the nearby Italian restaurant Carmela’s Cucina. Enjoy a relaxing evening in the city park just steps from your boat – Marina.
TU Aug 26 Stretch your land legs on a morning walking tour of the mansions in the old residential district of Cambridge. This afternoon, participate in a high-spirited sailboat race from Cambridge to La Trappe Creek. Dinner aboard – Anchor
WE Aug 27 Do the racers want to keep going? it is only a short distance from La Trappe up the Choptank to the Tred Avon River where the first boat to cross in front of or in back of the Oxford-Bellevue Ferry will be declared the winner. Dinner at the Robert Morris Inn – Marina .
TH Aug 28 Retrace your steps up the Choptank to Knapp’s Narrows Marina where we will enjoy a group restaurant dinner – Marina.
FR Aug 29 If you are in a rush, it’s a long way back, but you can make it in one day if you have to. The rest of the group will take a more leisurely path up behind Poplar Island and into Eastern Bay. Overnight at a marina at Kent Narrows or at Castle Harbour Marina. Restaurant meal – Marina.
SA Aug 30 It should take 6-7 hours to sail back home from the Chester River, or stay with the group for a shorter sail across the Bay to Rock Creek off the Patapsco River. Dinner at either Sam & Maggie’s Dockside Grill or Mike’s Crab House North. Marina or anchor – your choice.
SU Aug 31 It is a very short sail back to Middle River from Rock Creek.
MO Sep 1 Labor Day – You still have a full free day for that backyard barbeque.

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UCS Boaters Boat Show / Sept 5 - Sept 7
2025-09-05 08:00 - 2025-09-07 17:00
UCS Boaters Boat Show
Sept 5 – Sept 7
Cruise to the beautiful Lighthouse Point Marina, on the Patapsco, in the heart of Baltimore. Participate in the Show & Tell Boat Show. See many great boats and some really spectacular boat projects, complete and in progress.
The Boaters Boat Show is not your typical showroom floor packed with gleaming, untouched vessels waiting for a buyer—it’s something far more authentic, more soulful. This is a show dedicated to the heart and soul of cruising classics—boats with stories, with character, with salt in their wood and wisdom in their wakes. These are boats that have been lived in, loved, and customized by their owners over years of adventure.

Here, it’s not about price tags or spec sheets. It’s about conversation. It’s about pulling up alongside a seasoned captain and asking, “What made you fall in love with this boat?” It’s about hearing what they’ve added, modified, reinforced, or simply endured—because that’s what cruising is really about. You’ll find everything from clever DIY upgrades to finely tuned systems that reflect thousands of miles of experience.

This show celebrates the bond between boater and boat. The quirks, the triumphs, the annoyances, the “I wish I knew that before” moments. Whether it’s a classic trawler, a salty ketch, or a battle-hardened liveaboard, every boat here is a piece of living maritime history—and every owner is a chapter in that story.

Come for the boats. Stay for the stories. This is the Boaters Boat Show: where passion floats.

September 5th thru the 7th

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Winery Tour / Northern Bay - Sept 12- Sept 14
2025-09-12 08:00 - 2025-09-15 17:00
Winery Tour Northern Bay / September 12-14

Friday, September 12th

Sail to the Bohemia River

39 28.136N 75 52.255W
@29nm from Middle River Buoy Red #4

Raft-up with others, share heavy Hors d’oeuvres, BYOB
Anchor for the night

Saturday, September 13th

Visit the Bohemia Manor Farm Winery & Resort Property
Tour and Tasting, $32/person, @1.5 hours (optional)
Enjoy the Beach
Dinner in the Vinyard House Restaurant (optional)

Sunday, September 14th

Raft-up for Pot-Luck Breakfast
Return to your Home Port

In 2024, new owners acquired Bohemia Manor Farm and expanded the farm to include a restaurant, dock bar “Augie’s” (closing after Labor Day, ugh), overnight guest housing, and opened the Manor House to the public for the first time.

Please see the following links:
https://bohemiamanorfarm.com
https://youtu.be/nAA7gBt3HUU

Note: We on TRANCE and likely others have dinghies to ferry people to/from shore.

For additional information contact:
Dan & Marlene Reasoner
dcreasoner@gmail.com
267-450-1446

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LROS Cruise - Sept 27 - Oct 4
2025-09-27 08:00 - 2025-10-04 17:00
LROS CRUISE SEPT 27 – OCT 4
Sat Sept 27 – Sail to Rock Hall (20km). Grab a slip at North Point Marina as we will be having the final cookout of the year, on a weeklong cruise. Enjoy spending time with your friends, as we feast on burgers and dogs prepared by me. All the meat, buns and condiments will be supplied by the club, we ask each boat to bring one side to complete the dinner. As usual bring your preferred drink.
Sun Sept 28 – Sail south from RH to Chesapeake Yacht Club(23KM) on South Creek, just off the West River. Grab a slip at the club taking advantage of a special rate provided to all CBCYA members. CYC will offer us a dinner special, with 2-main course options, and a free glass of wine. Anchoring on South Creek is an option, still exploring dingy dock availability.
Mon Sept 29 – From CYC cross the bay and enter the Choptank River heading to Oxford on the Tred Avon River(23KM). Grab a slip at Safe Harbor South. Eat on board. A list of open restaurants will be supplied if you want to hook up with members that want to eat out.
Tues Sept 30 – Rest day in Oxford. Sleep in, go for a walk, take a bike ride, or just plain do nothing as you mentally prepare for the big race day coming up tomorrow. Dinner on your own. All boats racing on Wed must attend the Pre-Race Captains Meeting. All captains must research their PHRF rating and get it to me in advance so we can agree on fair numbers for each boat. See attached list to get you started. PHRF INFO HERE!
Wed Oct 1 – IT’S RACE DAY! There is a really nice trophy on the line!! Sail up the Choptank River towards Cambridge(12KM), if you dare to race, stop short at the Cambridge Sailboat Racecourse, just before you get to the city. Be there by 11:30 for a 12 noon start. The race will be 2-4 laps around the course depending on wind conditions. After the race head to the Cambridge Yacht Club and grab a slip. Cocktails will be at the Tiki Bar with dinner to follow at the club in a private room. After dinner we will honor the winner and present the trophy!
Thur Oct 2 –Sail down the Choptank across the bay to the Rhode River and then north to Sheep’s Head Bay(32KM). Anchor in front of the “Big Island”, be careful of the submerged Island on the approach, pay strict attention to the channel markers. Dinner on board.
Fri Oct 3 – Sail north under the Bay Bridge, then NW to the Magothy River (23KM). Cocktails on Sail Away, then dinner on your own.
Sat Oct 4 – Sail to your home port.

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Full Moon Scavenger Hunt Cruise Oct 18 - Oct 19
2025-10-18 08:00 - 2025-10-19 17:00
We will sail to Swan Creek and throughout the day there will be a scavenger hunt with BIG, BIG prizes for the first, second and third place winners. You can get a slip at Swan Creek Marina, pick up a mooring ball there or anchor in the creek. We will meet at the picnic area in the marina at 4:00PM for Happy Hour. Bring your own drink and an appetizer to share. Don’t forget to bring your scavenger hunt results along with your proof. More information and rules below.
We will ooh and aah at the full moon later that night, as no one really wants to sail around crab pots in the near dark.
Each boat will be provided with a list of items that can typically be found in marinas or out on the water. Each item will have points associated with it. Proof that you found an item must in the form of an image on your phone/camera.
Since we are not all at the same marina the list will be provided by email a day or two before so you can print it out and check off items as you find and photograph them. All images must be taken on the day of the event.
During Happy Hour you will be randomly paired with another boat to check and tally each other’s results.
The Scavenger Hunt will begin on October 18 at 8:00AM and end with Happy Hour at 4:00PM. All photos must be taken within that time frame.
May the best eagle eyes win.

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