Day Rides

Sat, May 25, 2019

Thimble Island Bike/Cruise V

A Ramble along the Connecticut Shore


35-40 miles / Moderate / Starting at Grand Central Terminal

Ah, Memorial Day Weekend is finally here and what better way to celebrate than to hit the back roads of coastal Connecticut. Our destination: Thimble Islands, one of the majestic wonders of the world, and only a heartbeat away from New Haven, where beforehand we'll breakfast at Clare's Cornercopia, a venerable culinary landmark in its own right feeding generations of hungry Yale undergraduates.  (Those on a leaner diet can simply carb up at the nearby Dunkin' Donuts.) Some of the sights along the way include: the West Haven Lighthouse, a Victorian carousel, a defunct trolley rail trail... more

Sun, May 26, 2019

The Secret 911 Memorial

The Tear Drop


20ish miles / Happy Face / Starting at City Hall

Exceptional. It's a word that has been passed around of recent about our country. Are we exceptional? After World War II, our two great enemies became our great allies and friends. And one ally became our greatest enemy. Well, at least their government did. Then, after that government fell and after our nation was attacked on 9-11, a Russian artist made a moving sculpture of a tear suspended between two collapsing towers and presented it as a gift to us. An exceptional act. We will meet at City Hall, take the PATH to Journal Square where we will use our bikes to visit examples of our... more

Mighty Mattituck

East End Ride Series


50ish miles / Advanced Moderate / Start Location TBD

A new ride and a new ride series.  We will be offering a series of rides on the east end of Long Island, exploring the beauty of the North and South Forks, and of course Shelter Island.  Some of these rides have been offered previously. Some like this one are brand new.

Come join us and explore parts of the Northfork on a 50ish mile scenic journey, as we tour mostly the western parts of the area. We meet at 10:45 at the LIRR train station in Mattituck. There is a train arriving from the City at 10:41. Also, if you are driving out, please, please contact us if you have room and can... more

Mon, May 27, 2019

Eddie's Sweet Shop

Summer Special


20 ish miles / Happy Face / Starting at Grand Army Plaza, Prospect Park

Since 1909, Eddie's Sweet Shop has held down the same corner of Metropolitan Avenue.  Not a lot has changed since then.  Virtually everything is made on the premises—including the hot fudge, caramel, butterscotch, strawberry syrup, coffee syrup, and whipped cream—all with only fresh ingredients. They offer around 20 flavors, all names you'd recognize on a menu from a half century ago: vanilla, strawberry, chocolate, coffee, and rum raisin (real rum is used!).  Their milk shakes and malteds are spectacular.  The decor was last updated in the 20's or 30's, and a visit is a step back in time... more

Sat, Jun 1, 2019

Jamaica Bay to Rockaway

Note New Date


35 miles / Moderate / Starting at Grand Army Plaza, Prospect Park

Come join us for a lovely Sping ride around Jamaica Bay.  We'll travel on bike paths and greenways over many bridges with great views of the bay and ocean. Lunch will be at the Bungalow Bar in Rockaway.   Bring lock, lunch money and spare tubes.  Rain at start cancels.

Smith Point TWA Flight 800 Memorial

Out-of-the-City Ride Meeting at LIRR Ronkonkoma Train Station


55ish miles / Advanced Moderate / Start Location TBD

Well we tried this in April for a spring training ride and we were rained out, so let's give it another go.

Come join us for a brand new 5BBC ride. We ride from the Ronkonkoma train station south and then east to Smith Point and the location of the TWA Flight 800 Memorial on part of the barrier islands that include Fire Island.  Some scenic new areas on this 55 or so mile, fairly flat ride ride.  This is the ride to perhaps push your distance without too many hills (less than 900 feet of elevation gain on the whole ride).  

The Ride meets by the ticket machines on the south... more

Sun, Jun 2, 2019

Jersey City Wards Ride Feeder Ride


20-30 miles / Happy Face / Starting at City Hall

This is an event in the fine tradition our Club was founded upon "Promote cycling for a healthy lifestyle.". Registration is free, with a $5 suggested donation to fund their year-round efforts to make cycling better, safer, more accessible and more fun in Jersey City. There is limited morning-of registration. Please sign up for the event ahead of time using the link here. We meet at City Hall Park at the base of the Brooklyn Bridge-RAIN OR SHINE. Then, we take the PATH train to the Grove St. Station and ride to the Jersey City... more

Zorba the Greek

Sweep Needed!


30 miles / Moderate / Starting at Grand Army Plaza, Prospect Park

A ride to Astoria to the infamous Zorba's Souvlaki Restaurant.  Indoor and outdoor seating but I'm pretty sure we'll choose indoors.  There are other choices nearby if you don't like Greek food.  Bring your lock, a metro card, spare tube and usual Urban assault gear including lights just in case.    

Sat, Jun 8, 2019


Like salmon we'll ride against the current


18-20 miles / Happy Face / Starting at World Trade Center

Who needs roadways when we have a river to follow? And one with such fame – at one end, the industrial port city of Newark, and at the other, Paterson and the Great Falls. Our tour begins at Harrison, though, at the Path station platform, near the juncture where the Passaic, further down, merges with the Hackensack to spill into Newark Bay and from there out into the Arthur Kill. But we'll be moving upriver, instead, against the stream, as those salmon do, but not before we first grub up at Tops Diner, an “East Newark” landmark, just off the rusted banks of the Passaic. From there, we'll... more

Sun, Jun 9, 2019

You Knead a Bread

What is more Heavenly than Fresh Bread


30ish miles / Moderate / Start Location TBD

A Summer ride along the Long Island shore in Westchester. The breeze. The views. The smells. And then there's the bread. This is the way our Club celebrates cycling. Friendship and good, good food. Oh yeah. And one more thing. Something to remember Jesse by, an optional hop over the border into Connecticut to buy a Lotto ticket. We meet at the end of the Pelham line #6. As a group, we go into the park, do the traditional 5BBC start stuff and a toilet stop. LOL!

Let’s do a ride to the MTA Museum Bus Day.

Tour and touch historic MTA buses, in Brooklyn Bridge Park!


17 miles / Happy Face / Starting at Grand Army Plaza, Prospect Park

This is a Fun, relaxed tour around Brooklyn, and along the water, Starting in Grand Army Plaza, and ending up, after a leisurely 17 mile ramble, in Brooklyn Bridge Park, where we will end the ride at the  MTA Museum’s annual Bus Day, where they bring out historic MTA buses of yesteryear for walking through, and exploring. The best part is that there are no Tokens needed! Along the way we will tour through the neighborhoods of Dycker Heights, Borough Park, Get some great views of the Verrazano Bridge, and ride along Brooklyn Bridge Park. We will post a good lunch spot soon, so any... more

Sat, Jun 15, 2019

Sandy Hook 21th Anniversary Ride


25 miles / Moderate / Starting at Pier 11


I have led this 5BBC ride since 1998, inspired after recovering from a broken thumb on the then-5BBC Montauk Century. Sandy Hook was a former military installation, now a National Recreation Area, a Federal Park on the north tip of the famed Jersey Shore. We’ll leave on the 8:15AM Pier 11 Seastreak ferry. It will be worth your while. Once on the Hook, the starting miles will be on a nice bike path. We’ll go beyond the park to the town of Sea Bright, then through nice parts of Middletown, climbing to Mt. Mitchill Lookout. We will descend to the town of Atlantic Highlands. From... more

On the Trail of the Lenapes: Freehold

Deep in the Heart of Central NJ


35 miles / Moderate / Starting at Penn Station

One leader is down with a cold; the other has to work. We'll reschedule.

The first in a series of Central NJ Get Out of Towners. We'll be doing an easy 35-miler (more or less) from Princeton Junction to Aberdeen-Matawan, via Freehold, the favored crossroads of the long-gone Lenapes and the site where revolutionary hero Molly Pitcher she-manned a cannon after her husband was gunned down at nearby Monmouth Battlefield. Much of the ride from Freehold to Matawan is on the Henry Hudson Rail Trail, so we'll see lots of greenery and... more

Perimiter Ride of Manhattan

A friendly ride around the edge of this fine borough that also trains you for the 5BBT


30-35 miles / Happy Face / Starting at Columbus Circle

This will be another ride appropriate for Happy Face and Moderate Riders. A motivated point will ride as fast as he can slowed mainly by occasional city street lights. A capable sweep will bring up the rear patiently encoruaging slower riders to finish the circuit! 

1000 Feet of Elevation (up and down) - believe it or not, that's what you get in the 30-35 miles covering the perimeter of Manhattan (we will take bike routes where possible).


There are so many places lunch could be - but as I have... more

Sun, Jun 16, 2019

Daddy-O's at Hopewell Jct. Ya gotta love trains!


35 miles / Happy Face / Starting at Grand Central Terminal

"Food is as high an elephant's eye." Okay. Not really. But, the portions are good. And, the ride brings us along the comfortable, paved Dutchess County Rail Trail to the resurrected Hopewell Junction Depot with an "N" Gauge model of the Junction & the newly built Signal Tower reproduction. This is one of the best built and mostly flat rail trails ever. It's almost totally traffic free. On our way back, we'll check out the view of the Hudson from the Walkway Over the Hudson, 210 feet over the river. No, the Club does NOT SANCTION BUNGEE JUMPING! Then, back to Poughkeepsie to take the... more

Return of the Bicycle Beach Bums!

Summertime Fun


35-45 depending on route miles / Happy Face / Starting at City Hall

It's B-three all over again! Life's a Beach! Or is it Beach is a Life? Either way, our classic summertime and hopefully sun-filled Bicycle Beach Bum Series returns anew. One of the 5BBC's most popular ride series, Beach Bums began so many years ago that sundials were used to measure time. Not only did our bikers endeavor to search for the Perfect Tan, but we also set forth in search of the Golden Grain of Sand, a morsel rumored to have great restorative powers. This year, our  BBB Series may meet at diffferent places, and visit different shores via different routes at the Leader's whims,... more