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Where to Go in 14 Days

Old 04-19-2018, 10:36 AM
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Default Where to Go in 14 Days

Doing family cruise to New England this summer (we live on the Chesapeake). Assume we have 14 days- what are the "must-go" places, and how long?

So far the list is:

Sag Harbor (Shelter too?) - 2 nights
Montauk - 1 night
Block - 1 night
Newport - 3 nights
Cuttyhunk - 1 night
Woods Hole - 1 night
Falmouth - 1 night
Marthas (Edgartown) - 2 nights
Nantucket - 2 nights

Thanks
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Old 04-19-2018, 10:45 AM
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How far North can you go?

Portsmouth NH in the summer always has things to do.
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Old 04-19-2018, 10:54 AM
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Originally Posted by CJS View Post
How far North can you go?

Portsmouth NH in the summer always has things to do.
Depends on the final itinerary but I am thinking of staying south of the cape for this summer. I would love to do Portsmouth NH and up into Maine next year.
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Old 04-19-2018, 11:01 AM
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I would say after Cutty run through the canal and do a night in Plymouth. There is a ton to do there. Then you can do Woods Hole or Falmouth on the way back towards the Vineyard. I don't see a reason to waste a night doing both Falmouth harbor and Woods Hole since you can easily take a taxi from on to the other if there is something specific you want to see or do.
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Old 04-19-2018, 11:16 AM
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That's a lot of stops to pack in to 14 days.
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Old 04-19-2018, 11:22 AM
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I think you're smart to stay south of the canal w/the amount of time you have. honestly I don't think the list is bad at all the way you have it. go w/it.
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Old 04-19-2018, 11:22 AM
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I would add that WH/Falmouth/MVY/ACK are all at least nominally similar. Lot of short term moving to see much of the same thing.

I might drop it to 2 or 3 places and of the 4 and add a night or two to each.
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Old 04-19-2018, 12:07 PM
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that's a heck of a list. What type of boat?
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Old 04-19-2018, 05:34 PM
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Originally Posted by chainsaw42 View Post
I think you're smart to stay south of the canal w/the amount of time you have. honestly I don't think the list is bad at all the way you have it. go w/it.
Agreed. And Plymouth sucks. You’ll be like why did we come up here for this? Sure if you’re heading to Boston or NH duck in but as a destination terrible.
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Old 04-19-2018, 05:59 PM
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I'm boat out of Falmouth. You could definitely drop Falmouth off that list. Woods Hole would be an option to cut too - I'm not sure about what transient docking is available there.

I'd suggest you consider adding Menemsha (on Martha's Vineyard). This is a very short hop from Cuttyhunk. This is a nice spot, operational fishing port, with a beach and great sun sets. Not much (really nothing) for night life unless you take a taxi though.

If you like staying on the hook in a quiet spot, consider Lake Tashmoo.

We tend to avoid 1 night stays, as it seems you're just getting settled when you have to leave. We prefer 2 or 3 nights/spot.

Best wishes. Feel free to PM me if you'd like more details/info.
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Old 04-19-2018, 06:05 PM
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Originally Posted by ben245 View Post
Doing family cruise to New England this summer (we live on the Chesapeake). Assume we have 14 days- what are the "must-go" places, and how long?

So far the list is:

Sag Harbor (Shelter too?) - 2 nights
Montauk - 1 night
Block - 1 night
Newport - 3 nights
Cuttyhunk - 1 night
Woods Hole - 1 night
Falmouth - 1 night
Marthas (Edgartown) - 2 nights
Nantucket - 2 nights

Thanks
Hi,
I would add a stop in Essex CT or Mystic, CT. Essex is a great little town on the CT river and up the river is a Hamburg Cove, a nice anchorage. Stay at Essex Island Marina, it is connected to main land by a 1 minute ferry ride. Mystic has the Seaport Museum that you can actually stay at. Very cool to be there after the museum closes.

When at Shelter Island, head over to Greenport
In Block Island, stay in the Great Salt pond /New Harbor. Old Harbor is very loud and not very pretty.
Pick Falmouth or Woods Hole buy not both.
Cuttyhunk, yes
Edgartown, yes
Newport a must. Stay at Bowen's Wharf to be in the heart of the action or Newport Marina for a very clean marina with pool.
Nantucket Boat Basin is great.

Good luck
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Old 04-20-2018, 04:29 AM
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I did a two week boat vacation last year.. I would cut your destinations in half and spend more time at each one.. I did it your way... and it felt too rushed.
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Old 04-20-2018, 05:30 AM
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The crowd is correct bout Falmouth and Woods Hole, no need to stop at both; Woods Hole and Falmouth have very little in the way of transient boater amenities and limited overnight availability since neither have anchoring opportunities if you cannot secure one of the few moorings or slips. If you plan to paddle board or kayak, I'd head to Hadley Harbor from Cuttyhunk. There are no facilities there and no (very limited) opportunities to go ashore but it is protected, serene and beautiful not to mention-free.... with great paddling. It is the UN-Edgartown/Nantucket but may be nice for a change.
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Old 04-20-2018, 08:36 AM
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Sag Harbor (Shelter too?) - 2 nights - Can't say much
Montauk - 1 night - Try Lynn Hula Hut for a cocktail or 2
Block - 1 night - Old harbor during the week is very quiet and it gives you the majority of the Town. Also, if you have a dingy there is no need for dockage, drop a hook in front of the National.Thursday night is Martini night at the Spring House and I would stay away from Ballards. New Harbor has only a couple of things and it offers the most dockage plus Fuel. The Oar at the Boat Basin has some pretty good Sushi and the Boat Basin does not raft boats.
Newport - 3 nights - Not sure when you're traveling but Newport typically has a ton to do. There is the Folk and Jazz Fest on opposite weekends. There are also other festivals however, the place is a zoo on the weekends
Cuttyhunk - 1 night - There is not much on the Island and IMO that is the way it should be. One thing i would suggest is hailing the oyster boat when she make the rounds (Cuttyhunk Shellfish, Inc. ? HOME) they also do a lobster bake on the lawn if you plan ahead.
Woods Hole - 1 night - Busy little harbor pay attention to the buoys when exiting and entering. Current rips
Falmouth - 1 night - OK
Marthas (Edgartown) - 2 nights - Ton of stuff to do and it is the most commercialized island out of the bunch
Nantucket - 2 nights - Bring your wallet

I would agree with others about cutting your list down by half and spending more time at the individual spots.

Last edited by Rez123; 04-20-2018 at 09:41 AM.
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Old 04-20-2018, 09:14 AM
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If by Woods Hole, you mean Hadley's Harbor, then leave it on the list..... The other consideration is weather.... 14 days of "boat-able weather" is optimistic. Mentally plan for a lay day or two.

Mike
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Old 04-20-2018, 11:42 AM
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Sub'd

FYI there was a similar thread to this one a few weeks ago...might want to look it up...

I plan to be cruising most of July and my list is similar to yours but since I dont want to be hopping around non-stop and would like to enjoy a week here a week there...probably target 5 days per location...4-5 locations max... want to be basking in the sun relaxing!
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Old 04-20-2018, 05:38 PM
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put mystic and essex on the list , id be sure a night in each ,,,,, I like green port 1 night mtk 1 night unless you like to fish , block island over rated , marthas and nantucket are cool , 2 days nantucket 1 in marthas,newport 2 nights , shelter island is nice for a night , cuttyhunk 1 night coming from chesepeke how bout cape may and ocean city? canyon club and ride into cape may and you may want to reserve a night at liberty landing check out ny skyline
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Old 04-20-2018, 06:31 PM
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Hyannis, MA is a nice stop. Not far from the Vineyard, a lot to do and see there in the summer!!
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Old 04-20-2018, 09:34 PM
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I agree with the others that you should consolidate the list. Obviously Newport, ACK and MV are "sine qua nons" but what about Provincetown and Boston!?!! Cmon, you can't come all the way to The Bay State and skip those two spots! PM me if you ever come to Boston. My marina is the Boston Harbor.

Last edited by South of Heaven; 04-20-2018 at 09:50 PM.
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Old 04-21-2018, 11:47 AM
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Nice list. I wouldn’t go thru the canal unless you’re heading north. But if you do head up buzzards bay onset is nice. I’d also consolidate woods whole and Falmouth. I do like stopping in Falmouth, but Not a lot to do. Maybe change one of those nights to oak bluffs. Jump off the jaws bridge. Yoi can get to it from Edgartown too but OB is a fun little place. Nantucket is far. If you do ptown you could go up outside the cape from Nantucket to ptown then back down thru the canal. Or vice verse. And don’t forget lake tashmoo. Depends on the Boat a bit.
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