Planning Sept long weekend from following places
1. Savannah - Hilton Head - Charleston
2. Asheville - Nanthana national Forest
3. Nashville - Mammoth caves
4. Miami - keywest

Recommendations ?

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Have to disagree with D1. HHI is great, yes it’s pretty low key but great golf courses, kayaking, fishing, biking etc.

Savana and Charleston are a lot of fun as well so number 1 is a great option.

Number 2 and 3 are also good options but it just depends on what you want: beach/golf, mountains/breweries, or sight seeing/honky tonks/outdoors.

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Three off of the top of my head would be Skull Creek Boathouse, Hudson’s and CQ’s

Went to Nashville for a bachelor’s party last year and had a blast! Food is great, the bar scene is amazing, and it’s not too long of a drive to Kentucky for the bourbon trail

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All about the vibe you want :

1. Visit old southern coastal cities
2. Breweries, biltmore, and forest (I flyfish here)
3. Party location, fun city but nothing special as everyone goes there for bachelor/bachelorette , I’m not into caves
4. Can do party or beach, interesting vibe. Key west is 3 hour drive but fun to visit for a bit

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Which would be best place for bachelor's and fun place to hang around with just 3-4 friends

Serious question? Key West dude

Are you planning on doing anything or just driving?

D2 - we might do some activities and also at the same time chill a bit
For eg. Keywest has some good water sport activities
So might do that if we go there as well as relax on Miami beach.

My comment was directed as all of those places are relatively long and annoying drives between each-other. Are you not visiting all the places listed or are you planning to visit one city out of Savannah, Hh, Charleston for instance?

Ohh nope
Planning to visit All places Listed ..
Will cover - Savannah HH Charleston or any of which we decide to go from above list.
Since it's a long weekend so thought to cover much enough to enjoy those nearby places.

Nashville, is probably my favorite city in the world, for food M street is like 7 restaurants all awesome. For partying as a tourist Broadway is awesome. But there are other really cool areas like midtown, Demonbreun, Germantown, Gulch.

Sept is start of Hurricane season so HHI and Miami would carry some risk for you to consider.

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