Florida Keys
#1
Original Poster
Join Date: Jan 2010
Posts: 46
Florida Keys
A group of us are planning on a trip either to the Florida Keys or a river cruise in Europe.If we decide on the Keys, what is the best way to see this area? Is it best to start at the top and drive to Key West and enjoy all in between? or just fly into Key West and enjoy that area?
#3
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Join Date: May 2012
Location: DCA, lived MCI, SEA/PDX,BUF (born/raised)
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If you guys like to snorkel there is a really good spot to do it off of Key Largo. You have to weight the costs of flying into MIA or FLL and renting a car vs flying into Key West and not renting a car.
#4
Join Date: Jan 2012
Posts: 267
That depends on your personality. Do you like slow drives and seeing a lot of bridges? Each Key has a slightly different personality and it is nice to get off and explore each one. If you are in a hurry and don't care for driving over long bridges then flying in is best.
#5


Join Date: Apr 2011
Location: Naples, Florida
Programs: AA Lifetime Gold, Hyatt Platinum,Marriott Silver,Hilton Honors Gold
Posts: 629
The drive from MIA to the first key, Key Largo, is boring as all hell. Beyond that for the remainder of the trip to Key West, is like driving along a string of pearls with aqua blue water on both sides. Travel through lots of smaller towns like Islamorada and Marathon, places back in time to old Florida of the 1950s. I make the trip once year from my home in Naples for the last 28 years and enjoy it as much as ever.
Do it!
Worldspan
Do it!
Worldspan
#7

Join Date: Feb 2001
Location: Tampa, Florida USA
Programs: Marriott, SW, United
Posts: 194
Remeber Key West is a small town. You can see everthing there is to see in two days. The remainder of your time would likely be rest and relaxation. Unless you're looking for plenty of leisure time, a week in KW may be to much.
I am assuming a European river cruise would be a week long and three or four day to get there and back.
I am assuming a European river cruise would be a week long and three or four day to get there and back.
#8
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Join Date: Nov 2003
Location: Jupiter, FL
Programs: DL PM, Marriott Lifetime Titanium, Hilton Silver
Posts: 39,551
I vote for the drive. There are a ton of things to do.
Here is my guide to the Keys:
Keys Information
Virtual Tour of the Keys and Key West: http://360floridakeys.com/ - See the sights along the way.
Flying:
Flights into Key West are typically far more expensive than flying into Miami or Fort Lauderdale. The drive from Miami is about 3.5 hours and 4 from Fort Lauderdale. It is a very scenic drive.
Since the runway is so short at Key West, there are typically baggage & weight restrictions that may or may not impact you. Each airline differs slightly. Check before you ticket.
From Deltas web site: NOTE: All passengers traveling to or from Key West, Florida are limited to one checked bag. This supersedes all exceptions.
Cruise ships now grace Key West. You may want to avoid the times that they are there. They tend to stick to Duval Street or the most touristy things. Check timing here: http://www.keywestcity.com/departmen...asp?fDD=13-192
Places to stay:
Sunset Key Small man made island just off Key Wests Mallory Square. Very nice. Boat shuttles run often. Attached to the Westin Resort. http://www.starwoodhotels.com/westin...ropertyID=1781
Marriott Resort http://www.beachsidekeywest.com/ On the side of the island away from the heart of the city, so you would have to shuttle/taxi to and from the hotel. New property, my wife stayed here and loved it.
Simonton Court Inn and Cottages - http://www.simontoncourt.com/ - Private bungalows, some have private small pools. Cool place. Also have an Inn. Centrally located to all the fun.
La Concha - http://www.laconchakeywest.com/ - Crown Plaza, right on Duval St, in the heart of Old Key West. Roof top bar if I remember correctly.
Westin Resort - http://www.starwoodhotels.com/westin...language=en_US Right next to Mallory Square. We ended up with a room on the first floor that was kinda dumpy and staff wasnt the friendliest in the world, but the location is great.
Double Tree Resort - http://doubletree1.hilton.com/en_US/...orida/index.do
Not near Old Town, so you have to take shuttle, taxi. Have not stayed there, so no idea about it.
Bed & breakfasts:
The Artist House - http://www.artisthousekeywest.com/ - Most recommended in Key West.
Little Palm Island - http://www.littlepalmisland.com/ - Further away from Key West, more of a get away.
Places to eat:
Local fare to try includes Fish Dip (Smoked fish & spices), Conch Chowder (spicy tomato based soup), Conch Fritters, Stone Crab Claws(dip in Remoulade Sauce) , Key Lime Pie.
Pepes - http://www.pepescafe.net/ Locals place, though getting more popular with the tourists. Great place for breakfast.
Blue Heaven - http://www.blueheavenkw.com/ http://blueheavenkw.homestead.com/Bl..._Key_West.html
I think they close for the summer, re-open October 16th. Check with them. Good breakfast. Live music, outdoor dining. Will be a wait. Never eaten dinner there though.
Kellys Caribbean - http://www.kellyskeywest.com/ - A block off Duval, very nice garden setting. Original building of PanAm Airlines. Originally started by Kelly McGillis of Top Gun fame. Evidently she lost the restaurant in a divorce.
Kermits Key Lime Shoppe The place to get Key Lime pie. All sorts of delicious treats. http://www.keylimeshop.com/
Columbian Grace - http://www.facebook.com/ColombianGrace - http://www.colombiangrace.com/About_...ian_Grace.html - I have not eaten there, but others have recommended it. Good place if Blue Heaven is closed or long lines, as it is just steps away.
El Meson de Pepe - http://www.elmesondepepe.com/ - Next to Mallory Square. Good Mojitos but not cheap. Good Cuban food.
Places to drink:
Green Parrot - http://www.greenparrot.com/ - Best locals bar. Good live music, great jukebox.
Schooner Wharf - http://www.schoonerwharf.com/ - Throw back to old time Key West. Water front.
Captain Tonys Oldest bar in Key West, home of the Hanging Tree. Usually have music.
Turtle Kraals - http://www.kwflausa.com/key-west-listing-7332.html - Relaxing place with nice view and historical, as it is where the turtle pens (called kraals) were during the days when they were commercially harvested. If you are in the area and want a drink or snack, worth a stop.
Touristy places, but almost a requirement:
Sloppy Joes Hemmingways hangout.
Margaritaville Live music, decent food.
Hogs Breath http://www.hogsbreath.com/ - Better than no breath at all.
Things to do:
Calendar of Events: http://www.keywesttravelguide.com/calendar.html
Key West Guide - http://www.kwflausa.com/
Sunset at Mallory Square Get there an hour or two beforehand for the various street entertainers. Good food and drinks at El Meson De Pepe right in front of Mallory Square. They usually have a band around sunset.
Historical:
Mel Fischers Treasure Museum The amount of treasure in there is stunning.
Hemingway House
Southernmost Point
Key West Cemetery Like New Orleans, interesting head stones. My favorite is See, I told you I was sick.
Fort Zachary Taylor - http://www.fortzacharytaylor.com/home.html
Fort Jefferson - http://www.fortjefferson.com/home.htm - Dry Tortugas, a nice day trip or half day trip.
Land
Trolley or Conch Train Good way to get around the island and see it all. One of them has a 2 day pass, but forget which one.
http://www.trolleytours.com/key-west/
http://www.conchtourtrain.com/index.htm
Haunted Key West walking tours
Rent a scooter (note, they do bust people for DUI on the scooters.)
Water
Snorkeling trips there is one that is a catamaran that is pretty interesting, but there are a multitude of them.
Jet Ski tours
Sunset cruises
Ecotours
Shopping:
Fast Buck Freddies http://www.fastbuckfreddies.com/ - A Key West tradition. You have to stop in, right on Duval Street.
Sandal shopping Kinos sandals - http://www.kinosandalfactory.com/
Beaches:
Smathers Beach one of the only beaches in Key West.
South Beach at the end of Duval St. near the Southernmost Point. I like it because there is a bar/restaurant right there on the beach.
On the way from North to South:
If you drive, there are two ways to get into the keys at Key Largo, US1 or Card Sound Key. US1 is shorter, but more heavily travelled, so could be slower as it is a two lane road. The drive through the keys has some amazing views, including the 7 mile bridge. They typically use Mile Markers (MM) for directions rather than addresses.
Card Sound Alabama Jacks - http://www.alabamajacks.com/ - A traditional stop along the way if you opt to take Card Sound route. A bit more touristy these days, but started out as a biker bar. On a bit of water, good local food.
MM ? Swim with the Dolphins: http://www.dolphinworld.org/
MM 102.5 - Pennekamp State Park - http://www.pennekamppark.com/ - Great snorkeling to barrier reefs.
MM 84.5 - http://www.theaterofthesea.com/ - Theater of the Sea You can swim with the dolphins here and they have a very small version of Sea World
MM 84 Holiday Isle - http://www.holidayisle.com/bars-and-restaurants.htm - Tiki bar is a nice place for a drink. They also have a marina that provides snorkeling, jet skis, etc.
MM 82 - Loreleis - http://keysdining.com/lorelei/ - Great view, good seafood. Sit and have a Bushwacker overlooking Florida Bay, sitting on the beach. Try the Conch Chowder, Fish Dip, or Conch Fritters.
MM 77.5 - Robbies Marina/Restaurant - Funky little collection of things. Waterfront dining, feed large tarpon, kayak to nearby islands, little shops. Worth a stop. http://www.robbies.com/tarpon.htm
MM 47 Pigeon Key - http://www.pigeonkey.net/home.html - Middle of the old 7 mile bridge. Finishing point of the last Amazing Race.
MM 37 - Bahia Honda State Park http://www.bahiahondapark.com/ - Nice little beach, view of railroad bridge.
MM 29 - Big Pine Key:
Key Deer State Park: http://www.fws.gov/nationalkeydeer/ - Home of the endangered Key Deer. They are a small version of deer. Do not speed through this area, especially at night, you will be ticketed. Lots of warning signs up.
No Name Pub - Big Pine Key - http://www.nonamepub.com/history.html - Historic Pub, very casual dining. Not directly on US1, but about 1.5 miles away. Cool place to stop for a drink/food.
Here is my guide to the Keys:
Keys Information
Virtual Tour of the Keys and Key West: http://360floridakeys.com/ - See the sights along the way.
Flying:
Flights into Key West are typically far more expensive than flying into Miami or Fort Lauderdale. The drive from Miami is about 3.5 hours and 4 from Fort Lauderdale. It is a very scenic drive.
Since the runway is so short at Key West, there are typically baggage & weight restrictions that may or may not impact you. Each airline differs slightly. Check before you ticket.
From Deltas web site: NOTE: All passengers traveling to or from Key West, Florida are limited to one checked bag. This supersedes all exceptions.
Cruise ships now grace Key West. You may want to avoid the times that they are there. They tend to stick to Duval Street or the most touristy things. Check timing here: http://www.keywestcity.com/departmen...asp?fDD=13-192
Places to stay:
Sunset Key Small man made island just off Key Wests Mallory Square. Very nice. Boat shuttles run often. Attached to the Westin Resort. http://www.starwoodhotels.com/westin...ropertyID=1781
Marriott Resort http://www.beachsidekeywest.com/ On the side of the island away from the heart of the city, so you would have to shuttle/taxi to and from the hotel. New property, my wife stayed here and loved it.
Simonton Court Inn and Cottages - http://www.simontoncourt.com/ - Private bungalows, some have private small pools. Cool place. Also have an Inn. Centrally located to all the fun.
La Concha - http://www.laconchakeywest.com/ - Crown Plaza, right on Duval St, in the heart of Old Key West. Roof top bar if I remember correctly.
Westin Resort - http://www.starwoodhotels.com/westin...language=en_US Right next to Mallory Square. We ended up with a room on the first floor that was kinda dumpy and staff wasnt the friendliest in the world, but the location is great.
Double Tree Resort - http://doubletree1.hilton.com/en_US/...orida/index.do
Not near Old Town, so you have to take shuttle, taxi. Have not stayed there, so no idea about it.
Bed & breakfasts:
The Artist House - http://www.artisthousekeywest.com/ - Most recommended in Key West.
Little Palm Island - http://www.littlepalmisland.com/ - Further away from Key West, more of a get away.
Places to eat:
Local fare to try includes Fish Dip (Smoked fish & spices), Conch Chowder (spicy tomato based soup), Conch Fritters, Stone Crab Claws(dip in Remoulade Sauce) , Key Lime Pie.
Pepes - http://www.pepescafe.net/ Locals place, though getting more popular with the tourists. Great place for breakfast.
Blue Heaven - http://www.blueheavenkw.com/ http://blueheavenkw.homestead.com/Bl..._Key_West.html
I think they close for the summer, re-open October 16th. Check with them. Good breakfast. Live music, outdoor dining. Will be a wait. Never eaten dinner there though.
Kellys Caribbean - http://www.kellyskeywest.com/ - A block off Duval, very nice garden setting. Original building of PanAm Airlines. Originally started by Kelly McGillis of Top Gun fame. Evidently she lost the restaurant in a divorce.
Kermits Key Lime Shoppe The place to get Key Lime pie. All sorts of delicious treats. http://www.keylimeshop.com/
Columbian Grace - http://www.facebook.com/ColombianGrace - http://www.colombiangrace.com/About_...ian_Grace.html - I have not eaten there, but others have recommended it. Good place if Blue Heaven is closed or long lines, as it is just steps away.
El Meson de Pepe - http://www.elmesondepepe.com/ - Next to Mallory Square. Good Mojitos but not cheap. Good Cuban food.
Places to drink:
Green Parrot - http://www.greenparrot.com/ - Best locals bar. Good live music, great jukebox.
Schooner Wharf - http://www.schoonerwharf.com/ - Throw back to old time Key West. Water front.
Captain Tonys Oldest bar in Key West, home of the Hanging Tree. Usually have music.
Turtle Kraals - http://www.kwflausa.com/key-west-listing-7332.html - Relaxing place with nice view and historical, as it is where the turtle pens (called kraals) were during the days when they were commercially harvested. If you are in the area and want a drink or snack, worth a stop.
Touristy places, but almost a requirement:
Sloppy Joes Hemmingways hangout.
Margaritaville Live music, decent food.
Hogs Breath http://www.hogsbreath.com/ - Better than no breath at all.
Things to do:
Calendar of Events: http://www.keywesttravelguide.com/calendar.html
Key West Guide - http://www.kwflausa.com/
Sunset at Mallory Square Get there an hour or two beforehand for the various street entertainers. Good food and drinks at El Meson De Pepe right in front of Mallory Square. They usually have a band around sunset.
Historical:
Mel Fischers Treasure Museum The amount of treasure in there is stunning.
Hemingway House
Southernmost Point
Key West Cemetery Like New Orleans, interesting head stones. My favorite is See, I told you I was sick.
Fort Zachary Taylor - http://www.fortzacharytaylor.com/home.html
Fort Jefferson - http://www.fortjefferson.com/home.htm - Dry Tortugas, a nice day trip or half day trip.
Land
Trolley or Conch Train Good way to get around the island and see it all. One of them has a 2 day pass, but forget which one.
http://www.trolleytours.com/key-west/
http://www.conchtourtrain.com/index.htm
Haunted Key West walking tours
Rent a scooter (note, they do bust people for DUI on the scooters.)
Water
Snorkeling trips there is one that is a catamaran that is pretty interesting, but there are a multitude of them.
Jet Ski tours
Sunset cruises
Ecotours
Shopping:
Fast Buck Freddies http://www.fastbuckfreddies.com/ - A Key West tradition. You have to stop in, right on Duval Street.
Sandal shopping Kinos sandals - http://www.kinosandalfactory.com/
Beaches:
Smathers Beach one of the only beaches in Key West.
South Beach at the end of Duval St. near the Southernmost Point. I like it because there is a bar/restaurant right there on the beach.
On the way from North to South:
If you drive, there are two ways to get into the keys at Key Largo, US1 or Card Sound Key. US1 is shorter, but more heavily travelled, so could be slower as it is a two lane road. The drive through the keys has some amazing views, including the 7 mile bridge. They typically use Mile Markers (MM) for directions rather than addresses.
Card Sound Alabama Jacks - http://www.alabamajacks.com/ - A traditional stop along the way if you opt to take Card Sound route. A bit more touristy these days, but started out as a biker bar. On a bit of water, good local food.
MM ? Swim with the Dolphins: http://www.dolphinworld.org/
MM 102.5 - Pennekamp State Park - http://www.pennekamppark.com/ - Great snorkeling to barrier reefs.
MM 84.5 - http://www.theaterofthesea.com/ - Theater of the Sea You can swim with the dolphins here and they have a very small version of Sea World
MM 84 Holiday Isle - http://www.holidayisle.com/bars-and-restaurants.htm - Tiki bar is a nice place for a drink. They also have a marina that provides snorkeling, jet skis, etc.
MM 82 - Loreleis - http://keysdining.com/lorelei/ - Great view, good seafood. Sit and have a Bushwacker overlooking Florida Bay, sitting on the beach. Try the Conch Chowder, Fish Dip, or Conch Fritters.
MM 77.5 - Robbies Marina/Restaurant - Funky little collection of things. Waterfront dining, feed large tarpon, kayak to nearby islands, little shops. Worth a stop. http://www.robbies.com/tarpon.htm
MM 47 Pigeon Key - http://www.pigeonkey.net/home.html - Middle of the old 7 mile bridge. Finishing point of the last Amazing Race.
MM 37 - Bahia Honda State Park http://www.bahiahondapark.com/ - Nice little beach, view of railroad bridge.
MM 29 - Big Pine Key:
Key Deer State Park: http://www.fws.gov/nationalkeydeer/ - Home of the endangered Key Deer. They are a small version of deer. Do not speed through this area, especially at night, you will be ticketed. Lots of warning signs up.
No Name Pub - Big Pine Key - http://www.nonamepub.com/history.html - Historic Pub, very casual dining. Not directly on US1, but about 1.5 miles away. Cool place to stop for a drink/food.
#9
Join Date: Jun 2000
Location: YYZ
Programs: AC, AA, UA, BA, Hilton
Posts: 2,907
Been many, many years since I lived in S. Fla. and used to go fishing frequently in the Keys, as far south as Marathon. Anyone know if some of the restaurants we used to stop at on the way home are still there, and under the same names:
Green Turtle Inn in Key Largo; Harbor Island Seafood at the first bridge southbound entering Islamoroda; and a "shack", appropriatley named "The Shack" which was a small old building on the right side of US 1 southbound somewhere around Islamorada, where the owner was the chef, and had the day's menu written on a blackboard as you entered. He took your orders, prepared the freshly caught meals himself, then served them to you. Only about a half dozen tables, not very fancy, but the food was delicious!
Definately drive down there if you have the time, rather then fly. And enjoy the sights, small beaches along the way, super snorkling and fishing (if you've time for either) and some iconic old style (50's and 60's) sights along the way.
bj-21.
Green Turtle Inn in Key Largo; Harbor Island Seafood at the first bridge southbound entering Islamoroda; and a "shack", appropriatley named "The Shack" which was a small old building on the right side of US 1 southbound somewhere around Islamorada, where the owner was the chef, and had the day's menu written on a blackboard as you entered. He took your orders, prepared the freshly caught meals himself, then served them to you. Only about a half dozen tables, not very fancy, but the food was delicious!
Definately drive down there if you have the time, rather then fly. And enjoy the sights, small beaches along the way, super snorkling and fishing (if you've time for either) and some iconic old style (50's and 60's) sights along the way.
bj-21.
#11
FlyerTalk Evangelist


Join Date: Nov 1999
Programs: FB PLT again afater a decade as plebian
Posts: 22,932
I vote the river cruise. Driving down a good part of the keys, it's suburbia and strip malls. Nothing nice. It's nice the last 1/3-1/2. Key West is getting way overdeveloped. Went there in 1990 and 1991 , and then back in 2000. Couldn't believe the change. Duval was charming (still) in 1990/91 but by 2000 is full of chain outlets and the few odd shops selling geegaws. Too many cruise ships too (they weren't there in the early '90s). Tennessee Williams thought it was ruined in the '50s.
#14


Join Date: Jan 2010
Location: CLE
Programs: UA,WN,AA,DL, B6
Posts: 4,356
I did the drive last week for the first time. My only suggestion is do not do it in the dark especilly the first leg from Miami where it is all water and one lane. It goes to 2 lanes every now and then to allow passing slower traffic. The second half of the drive is much better but still would do it in daylight.
#15
Join Date: Dec 2012
Posts: 186
I did the drive last week for the first time. My only suggestion is do not do it in the dark especilly the first leg from Miami where it is all water and one lane. It goes to 2 lanes every now and then to allow passing slower traffic. The second half of the drive is much better but still would do it in daylight.

