Screenshot_20151225-202223To be an ‘orphan’ in New York City always raises interesting prospects. What to do? Without knowing just how good the weather would turn out to be, I decided to join Moe and Andrew on a #GreatSaunter of the island of Manhattan – a circumnavigation on foot. This is a grueling ~40 mile stomp (billed as 32 or 33.5 depending on what material you read, we closed at 39.59!) of one of the most densely-populated areas in the US (at nearly 70k people per square mile) yet includes some fabulous trails and waterfront features.

Our original plan was to begin at 8AM but we bumped it up at the last minute to both start ahead of the sunrise and because if 8AM was already early, why not begin earlier!

We began the journey at 7AM at Straus Square on the Chinatown/LES border.

We began the journey at 7AM at Straus Square on the Chinatown/LES border.

I like that we all began in shorts – even at 7AM it was that warm out, and we all knew once we got sauntering that full-length slacks would be a heat-burden.

We headed immediately down Rutgers Street, gaining access to the waterfront underneath the FDR Drive; off to our right we could see the Manhattan Bridge, which would serve as our endpoint later that night. Up ahead lay the Williamsburg Bridge. And so our journey begins!

Manhattan Bridge - see you again in about 12 hours!

Manhattan Bridge – see you again in about 12 hours!

Williamsburg Bridge

Williamsburg Bridge

Sunrise - going to be a beautiful day for a saunter.

Sunrise – going to be a beautiful day for a saunter.

Heading north up the East River Promenade. One of the things that pops out is how thin a few corridor passages are here; at one point a bicyclist pulled over to let us pass, as did we to let a stroller pass.

Heading north up the East River Promenade. One of the things that pops out is how thin a few corridor passages are here; at one point a bicyclist pulled over to let us pass, as did we to let a stroller pass.

And you thought the Pulaski Bridge path was narrow.

And you thought the Pulaski Bridge path was narrow.

Coming around the East River Promenade just north of East 16 Street you're greeted with an absolutely remarkable - and rare - view of the city. (Stuyvesant Town is just to our left/west.)

Coming around the East River Promenade just north of East 16 Street you’re greeted with an absolutely remarkable – and rare – view of the city. (Stuyvesant Town is just to our left/west.)

We tried - successfully unsuccessfully - to timer a photo of ourselves with this tree when an early-morning Xmas Day runner noticed our want and shot this picture of us - thanks lady!

We tried – successfully unsuccessfully – to timer a photo of ourselves with this tree when an early-morning Xmas Day runner noticed our want and shot this picture of us – thanks lady!

At a certain point you have to head inland to 1st Avenue (we cut in at East 37 Street), in order to get around the United Nations (waterfront access for mere plebians is not allowed here). Just look for the ‘NYC Greenway’ arrows and you’ll know you’re more or less on the righteous path.

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That said, you will hit snags along the way - so be prepared. We crossed over the East 51 Street pedestrian bridge only to find construction on the promenade obstructing our path - so we had to turn around.

That said, you will hit snags along the way – so be prepared. We crossed over the East 51 Street pedestrian bridge only to find construction on the promenade obstructing our path – so we had to turn around.

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So we stopped here for a bit to apply sunscreen (sun was starting to peek through the cloud cover) and devise a gameplan for how to proceed.

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We decided to head back to 1st Avenue and proceed north of the Queensboro Bridge, reconnecting with the waterfront on the John Finley Walk:

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From East 60 Street it should be a straight shot up the Walk.

The weird structure I've always associated with being an oversized marble run, and the Queensboro Bridge in the background.

The weird structure I’ve always associated with being an oversized marble run, and the Queensboro Bridge in the background.

Now I’m accustomed to bicycling west over the Ward’s Island Bridge and heading south to the Queensboro uninterrupted. Unfortunately during our walk there was construction of the footpath between East 79 Street and the area south of Carl Schurz Park, so we had to head back inland. While Google Maps did not account for the the blockage at the 51 Street pass, it did know about this one and plotted a re-route accordingly. We headed north up York Ave, and as always re-routes offer their own unique vantages that you’re otherwise not expecting to see, such as this Clayton Cleaner mural on the NW corner of York Ave and East 83 Street:

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We continued up to East 87 Street then back to the waterfront, cutting through Carl Schurz Park:

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The John Finley Walk becomes the Bobby Wagner Walk, spanning from East 90 Street to East 125 Street, and along the way you’ll see a number of interesting things:

Happy to be outside with these nerds who enjoy the city and boroughs as much as I do!

Happy to be outside with these nerds who enjoy the city and boroughs as much as I do!

From the side profile I suspected this to be a salt storage dome; then I thought it was some other type of storage facility; but turns out it is a swimming pool and fitness center!

From the side profile I suspected this to be a salt storage dome; then I thought it was some other type of storage facility; but turns out it is a swimming pool and fitness center. Fascinating!

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Ward's Island Bridge in the left-foreground, with views of the Hell Gate Bridge (center) and Triborough Bridge (right) in the background. (The latter two bridge spans don't touch the island of Manhattan - but they do touch the Borough of Manhattan and the County of New York!)

Ward’s Island Bridge in the left-foreground, with views of the Hell Gate Bridge (center) and Triborough Bridge (right) in the background. (The latter two bridge spans don’t touch the island of Manhattan – but they do touch the Borough of Manhattan and the County of New York!)

It was so warm out - 65F on Xmas Day! - that dandelions were sprouting for us all along the saunter.

It was so warm out – 65F on Xmas Day! – that dandelions were sprouting for us all along the saunter.

Sure sure, but WHY?

Sure sure, but WHY?

Sculpted seals mounted to the side of this building.

Sculpted seals mounted to the side of this building.

detail of those seals

detail of those seals

The sun is still up but the overcast is starting to kick in. Thus this image is dark, but that's a Santa in a kayak going up Harlem River.

The sun is still up but the overcast is starting to kick in full tilt. Thus this image is dark, but that’s a Santa in a kayak going up Harlem River.

detail of Santa in a kayak

detail of Santa in a kayak

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The span of the Triboro that connects to Dr MLK Jr Blvd (125 Street) can be seen up ahead; however what can't be seen is yet more construction blockage on the footpath, causing us to eventually turn around (see Earth image below).

The span of the Triboro that connects to Dr MLK Jr Blvd (125 Street) can be seen up ahead; however what can’t be seen is yet more construction blockage on the footpath, causing us to eventually turn around (see Earth image below).

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At this point we opted for a zig-zag inland, staying as close to the water as we could while proceeding north, until we could eventually eye-spy a good reconnect with the edgewater footpath.

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But again every re-route offers unique perspectives you’re otherwise not planning for.

Along Paladino Ave on the south side of the Harlem River Drive is this span of infrastructure with elements of the building - 'faults' of sorts - outlined in blue spraypaint.

Along Paladino Ave on the south side of the Harlem River Drive is this span of infrastructure with elements of the building – ‘faults’ of sorts – outlined in blue spraypaint.

The span of the Triboro that does connect with Manhattan in the foreground, and a bus about to proceed over the Wills Avenue Bridge (seen in the background underneath the Triboro).

The span of the Triboro that does connect with Manhattan in the foreground, and a bus about to proceed over the Wills Avenue Bridge (seen in the background underneath the Triboro).

Security cameras draped with torn black trash bags. I suspect local area residents attempted to cover the cameras because they hate being spied upon.

Security cameras draped with torn black trash bags. I suspect local area residents attempted to cover the cameras because they hate being spied upon.

On East 128 Street looking south down 3rd Avenue, the city was absolutely still and quiet on this warm Xmas Day.

On East 128 Street looking south down 3rd Avenue, the city was absolutely still and quiet on this warm Xmas Day.

This was as close as we'd be able to get to the 3rd Avenue Bridge.

This was as close as we’d be able to get to the 3rd Avenue Bridge.

There's a lot of construction in this part of Harlem that might slow you down a bit.

There’s a lot of construction in this part of Harlem that might slow you down a bit.

This bridge is difficult to say the least to find a name for! It's a four-track vertical lift bridge known as the Park Avenue Railroad Bridge.

This bridge is difficult to say the least to find a name for – it’s not even listed on NYC DoT’s own page for Harlem River Bridges. It’s a four-track vertical lift bridge known as the Park Avenue Railroad Bridge.

After walking up Park Avenue and hop-skipping onto Madison Avenue we opted to attempt to cross back towards the water via a pedestrian bridge accessible from what I can only assume is East 139 Street - the last of the 'east' streets in upper Manhattan. The route I just described is shown in the map-image below; the asterisk is the location of this photo.

After walking up Park Avenue and hop-skipping onto Madison Avenue we opted to attempt to cross back towards the water via a pedestrian bridge accessible from what I can only assume is East 139 Street – the last of the ‘east’ streets in upper Manhattan. The route I just described is shown in the map-image below; the asterisk is the location of this photo.

click for full-size render

click for full-size render

We were now in Harlem River Park and there’s some pretty interesting sights:

Madison Avenue Bridge from the north side of the bridge - a cool combination of stone and steel.

Madison Avenue Bridge from the north side of the bridge – a cool combination of stone and steel.

some mural-graff along the path.

some mural-graff along the path.

Here’s a slideshow of Harlem River Heritage Plaques:

(You can read more about these and other plaques at the Harlem River Park Task Force website.)

More community mural-graff art.

More community mural-graff art.

Approaching the 145 Street Bridge.

Approaching the 145 Street Bridge.

Unfortunately our saunter would yet again be hampered by construction – it’s unclear why the parking lot on the north side of the 145 Street Bridge can’t also include a pedestrian footpath. Either way we had to double-back to the foot bridge that connects between West 142 and West 143 Streets:

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Then we got stuck on the north side of the Colonel Charles Young Playground, with simple chain-link fence between us and our path forward. I think I can safely say at this point we were all sick of confronting construction obstacles in our path and circling back, so we opted for the absolute guaranteed path of least resistance to the Harlem River Drive footpath, and planned accordingly:

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Because of our path we missed getting up close to the Macombs Dam Bridge, but it did present us with the opportunity to scale this awesome 110-step staircase on the north side of West 155 Street at the St. Nicholas Pl/Edgecombe Ave/Harlem River Driveway (not to be confused with the way-less ‘Drive’) intersection:

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A bewilderingly awesome piece of architecture (apartments I'm guessing) is at the top of the stairs at this intersection.

A bewilderingly awesome piece of architecture (apartments I’m guessing) is at the top of the stairs at this intersection.

And now we can continue on the footpath for some time!

Approaching the High Bridge - a pedestrian path connecting Manhattan and the Bronx that recently re-opened after being closed for over 40 years!

Approaching the High Bridge – a pedestrian path connecting Manhattan and the Bronx that recently re-opened after being closed for over 40 years!

I’ll have to go back to cross that bridge another day.

The Alexander Hamilton Bridge (foreground, also known as I-95) and Washington Bridge (sans 'George,' whose full-named brethren lay directly across the island and that we'd get up-close with in just a few hours).

The Alexander Hamilton Bridge (foreground, also known as I-95) and Washington Bridge (sans ‘George,’ it lays directly across-island from the full-named bridge brethren ‘GW Bridge’ that we’d get up-close with in just a few hours).

I like the round-arch old iron door at the bottom of this stone infrastructure.

I like the round-arch old iron door at the bottom of this stone infrastructure.

The River Park Towers, monolithic residential buildings, whose story (and their design too) kind of reminds me of Peach Trees in Judge Dredd.

The River Park Towers, monolithic residential buildings, whose story (and their design too) kind of reminds me of Peach Trees in Judge Dredd (2012).

The Peter Jay Sharp Boathouse gate - the facility for Row New York.

The Peter Jay Sharp Boathouse gate – the facility for Row New York.

Peter Jay Sharp Boathouse

Peter Jay Sharp Boathouse

So warm out that even roses were blooming - unreal!

So warm out that even roses were blooming – unreal!

After getting in a good uninterrupted multi-mile saunter up the Harlem River Drive (it’s back to being a ‘way’-less Drive!), and after swinging around Swindler Cove, we headed north up 10th Ave, opting to stay on 10th instead of heading east one block to 9th Ave (because we’d only have to jaunt back to 10th Ave to head towards Inwood Hill Park (we might have cheated here, just a bit); either way this area of Manhattan is far-away and forgotten, and you can park whatever vehicle you have here without concern, like this whatever-this-is trailer chain-locked to a shopping cart:

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We proceeded up Isham Street but then opted to stop by a deli - our one pitstop - and get coffees before venturing into Inwood Hill Park.

We proceeded up Isham Street but then opted to stop by a deli – our one pitstop – and get coffees before venturing into Inwood Hill Park.

Some pretty and pretty heavy-duty rock formations near the deli we stopped at for coffee.

Some pretty and pretty heavy-duty rock formations near the deli we stopped at for coffee.

Our route through Inwood Hill Park (pictures below) including a brief pause at the first bend.

Our route through Inwood Hill Park (pictures below) including a brief pause at the first bend.

A stop in Inwood Hill Park to enjoy our mid-day coffee! I forget the time but it was around noon (+/- an hour) at this point.

A stop in Inwood Hill Park to enjoy our mid-day coffee! I forget the time but it was around noon (+/- an hour) at this point.

Henry Hudson Bridge

Henry Hudson Bridge

Our mid-day group portrait!

Our mid-day group portrait! (And yes I changed socks. *wink*)

OK now is when we fess up. When we emerged from Inwood Hill Park, coming south down the footpath on the western edge of the park, we proceeded down the path directly in front of us; this path is apparently not the actual Hudson River Greenway and instead an un-named (as far as I can tell) useless footpath on the western edge of the island running from Dyckman Street to West 190 Street. I say useless because then there’s a sign that says ‘no pedestrian access’ but it doesn’t say ‘no trespassing’ – it is technically possible to proceed, but without knowing if the path ahead would mean scaling the rock face (bluffs, essentially), or be blocked by train infrastructure (it is, but that won’t stop you – see ahead), we decided to double-back to the proper Greenway. So this threw off our time by walking around 18 minutes south, then north again, then south again just to get to the point of when the outer-path circled around.

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But who cares! We’re sauntering (and so should you)!

Sauntering the Hudson River Greenway.

Sauntering the Hudson River Greenway.

Inspiration Point ... no really, that's what it's called.

Inspiration Point … no really, that’s what it’s called.

An interesting bit of residential architecture architecture overhanging the Henry Hudson Parkway and thus overlooking the Hudson River

An interesting bit of residential architecture overhanging the Henry Hudson Parkway and thus overlooking the Hudson River.

Had we proceeded south along the outer-shore of the un-named footpath on the exterior of the island, you would have to walk along large rocks for about 1/4 mile (seen in the middleground in the image below), and then cut back in via this hole in the fence, cross some railroad tracks, and scale back up (quite easily I might add) to the Greenway – but we couldn’t see this access point from the north side of the rocks, therefore we didn’t know:

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OK from here on south it’s more or less an obvious path down the Greenway past the many piers on Manhattan’s west side before heading to Lower Manhattan – but first, the George Washington Bridge!

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We paused briefly on the south side of the bridge in Fort Washington Park for a snack and liquid refuel – I forgot to but thankfully Andrew took this wonderful photograph of Manhattan’s last remaining lighthouse:

Little Red Lighthouse under the Great Gray Bridge | Photo by Andrew Ratcliff

Little Red Lighthouse under the Great Gray Bridge | Photo by Andrew Ratcliff

Believe it or not that moss-covered shore on the left is New York City!

Believe it or not that moss-covered shore on the left is New York City!

Heading south around the Riverbend State Park.

Heading south around the Riverbend State Park.

Seventyninth Street Boat Basin

Seventyninth Street Boat Basin

THE Supervillain's Lair

THE Supervillain’s Lair

Neon awesomely and confusingly adorns the DSNY Transfer Station at Pier 99.

Neon awesomely and confusingly adorns the DSNY Transfer Station at Pier 99.

"Private Passage" by Malcolm Cochran "is a distinctive sculpture consisting of a 30’ x 8’6” wine bottle resting on its side, within which is a representation of an interior stateroom from the ocean liner, Queen Mary."

“Private Passage” by Malcolm Cochran “is a distinctive sculpture consisting of a 30’ x 8’6” wine bottle resting on its side, within which is a representation of an interior stateroom from the ocean liner, Queen Mary.”

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The Intrepid Sea, Air & Space Museum - I don't think I've ever been alongside it at night.

The Intrepid Sea, Air & Space Museum – I don’t think I’ve ever been alongside it at night.

By now a light and inconsistent rain was pretty commonplace but we are sauntering forth!

By now a light and inconsistent rain was pretty commonplace but we are sauntering forth!

Socializing the saunter

Socializing the saunter

Moving south past the Holland Tunnel ventilation pier aka Pier 34

Moving south past the Holland Tunnel ventilation pier aka Pier 34

Approaching the Freedom Tower

Approaching the Freedom Tower

We stopped in Brookfield Place to get some painkillers at the Rite Aid - this building is wild, with a mix of luxury retail shops and inoperative touchscreen kiosks, it is both the height and failure of bourgeois living.

We stopped in Brookfield Place to get some painkillers at the Rite Aid – this building is wild, with a mix of luxury retail shops and inoperative touchscreen kiosks, it is both the height and failure of bourgeois living.

From here we headed one block west to the Esplanadem, where parking costs what some outer-borough rent-controlled apartments go for.

We walked south down Esplanadem, proceeding through South Cove Park, around the Museum of Jewish Heritage, around the Pier A Harbor House, and into Battery Park.

There was some construction around Castle Clinton that routed us away from the actual shoreline and closer to the Sea Glass Carousel - no complaints, this thing is wild and is a must-see attraction unto itself.

There was some construction around Castle Clinton that routed us away from the actual shoreline and closer to the Sea Glass Carousel – no complaints, this thing is wild and is a must-see attraction unto itself.

We’re nearly there – we’re so close!

We proceeded across the Staten Island Ferry plaza, down Whitehall Street and would continue up South Street the rest of the way to our point of origin!

Only two more bridges remain!

Brooklyn Bridge

Brooklyn Bridge

Manhattan Bridge with a subway crossing its underbelly.

Manhattan Bridge with a subway crossing its underbelly.

Back where we started - woweewah! 39.59 miles in 13+ hours.

Back where we started – woweewah! 39.59 miles in 13+ hours.

I x'd out the obviously-inaccurate stats reporting from My Tracks.

I x’d out the obviously-inaccurate stats reporting from My Tracks.

But it doesn’t stop there…

We headed into Chinatown...

We headed into Chinatown…

And ate our bodyweight in dumplings at Joe's Shanghai!

…and ate our bodyweight in dumplings at Joe’s Shanghai!

So I’m exhausted. My feet are sore, my knees pop when I stand, and frankly my mind is still a bit jellied. But wow was that fun!

Honestly I cannot imagine doing this walk in even mildly-warm weather. A 60F-70F day is ideal. We were each mentally prepared to go the distance, but I admit that final 5 miles was nearly the death of me – I slouched behind Andrew and Moe by a good 10-15 seconds the last length of the trip (I’m not making excuses, but Moe has done the walk before, and Andrew is a marathon runner, so that helps!). A few tips include being positive regardless of the elements, bringing enough various snacks and liquids along, and of course having good dinner plans ready for when you finish! Also bring a few spare USB battery chargers if you’re doing anything processor-heavy like GPS tracking similar to what I did – you’ll need that extra juice to get through the whole walk. We each wore comfortable shoes; I brought along multiple pairs of socks. Shoes are fine but I might wear my Sorel boots given the amount of hard-surface asphalt along the path – I thought they’d be too heavy and indeed they probably would have been, but they also might have saved me some current discomfort. Also have your schedule the day after you saunter open (or even empty) – you’ll want to recover. And of course a bicycle is always an option – a bicycle might be your best bet for first-time exploring this, and other paths around the boroughs.

Go outside! Explore your neighborhood – I guarantee you you don’t know everyone or every architectural feature or historical tidbit! Saunter forth!

UPDATE | To clockwise or to counter-clockwise: Had a few comments on this issue, so thought I’d clarify. We went counter-clockwise; the #GreatSaunter typically goes clockwise. It was Xmas Day, so daylight was only up from 7AM-4PM. Therefore going counter-clockwise maximized our direct sunlight – thankfully it wasn’t too bright that sunburn was a concern. In the Summer, I could imagine going clockwise would be better, as to minimize your direct sunlight (the sun would rise on the east side of Manhattan while you’d be on the west side, and set in the west by which time you’d be on the east side). (A saunter in the Winter also meant most of the trees were barren and you could see through them, maximizing views of bridges, structures, etc. – a Summer saunter would probably mean more green-watching and observation of plants and birds.) Which ever route you go, plan accordingly.

UPDATE 2 | the full photo album from the Great Xmas Day Saunter of 2015 is now avaialable – complete with metadata and geomapping