Florida Keys – two day trip
Even if you do the day trip to Everglades NP, you might have enough of Miami Beach in 3 nights. If so, consider a combination Miami Beach/Florida Keys trip. You will need a rental car for the Keys part.
As
@shh mentioned above, a Keys trip really needs two days…and that’s scrambling.
Yet another geography lesson: In the Keys, most addresses are referenced by Mile Marker, or the distance from the end of Key West – like MM 88.5.
Here’s how I would do it:
Day 1 – Morning
Rent a car and drive to near Key West. Lots of AirBnB’s from Big Pine Key to Key West. For reference, Big Pine is +/- 30 miles from Key West.
On the way, a couple of stops are *mandatory:
*Robbie’s –
https://www.robbies.com/ Lower Matecumbe Key (which is the next key south of Islamorada), just at the end of the bridge, on the right. Feed the massive tarpon from their dock. Seriously – you’re in the Keys, do this.
You might also eat lunch there. I haven’t eaten there, but it’s a convenient option because you’ll be there already.
Marathon – Marathon is the big town in the Middle Keys, and has lots of restaurants, so that would be a second choice for lunch. We ate at the
Island Fish Co a few weeks ago and it was okay – nice setting, pretty good food.
Angler & Ale on
Duck Key (just before Marathon at MM 61) is better. Just off the highway – across the little bridge and it’s on the left.
Seven Mile Bridge – just past Marathon is this legendary bridge with breathtaking views. Please do NOT stop to take pictures!
*Big Pine Key, Key Deer Refuge –
https://www.fws.gov/refuge/National_Key_Deer_Refuge/ This is not a joke. Full grown adult Key Deer (an endangered species) are waist-high to an adult human. Must see. Go into Big Pine and turn right and just drive around. You’ll see them. They’re used to people and will pose for you, but don’t touch them or feed them.
*Looe Key Dive Resort – Ramrod Key (MM 27.3, just before Boondocks)
https://www.looekeyreefresort.com/ – the best (by far) snorkel/dive trip in the Keys. Half-day trip ($+/-35 per person, includes equipment) to the Looe Key National Marine Sanctuary. Amazing shallow reef with thousands of fish.
Google Image Looe Key to see. This trip is worth the drive from Miami!
Do the morning trip on Day 2, and have lunch at Boondocks after. Do NOT
eat at Looe Key Resort – nice people, love ‘em to death – don’t eat there. Boondocks is much better.
Boondocks – restaurant/bar on Ramrod Key (MM 27.2). Good place for casual dining if you’re in the area. Good grouper sandwich.
Square Grouper – restaurant on Cudjoe Key (MM 22.6 )
Do NOT eat here – way overpriced, long wait for a table, poor service, mediocre food on their best day. Other than that, it's not very good.
Lodging – I’d do an AirBnB somewhere from Cudjoe Key to Stock Island/Key West. We usually stay on Cudjoe, but next time we're going to stay on Stock Island, which adjoins Key West itself. Stock Island looks pretty cool itself, and I believe there is free public transportation into Key West, which solves the whole parking problem in KW.
Day 2
Morning – get up early and drive up to Looe Key Dive resort for the 8 AM (?) trip to the reef.
Afternoon – you can either eat lunch at Boondocks, or drive to Key West and eat there. Lots of places to eat in Key West.
Key West must-do’s
- Southernmost Point – MM 0.0 – for the obligatory group picture in front of the buoy at the southernmost point in the continental United States.
- Mallory Square sunset – on the water at the end of Duval Street. As sunset approaches, just follow the crowds walking toward Mallory Square. You’ll see street performers and a beautiful sunset. We usually bring a cooler with stone crabs and champagne. The ultimate Key West experience. Don’t forget to applaud when the sun actually sets.
- If you want to do a sunset cruise instead, we recommend Danger Charters. Good times, good people.
Other places/things to do
There is a lot to see in Key West and one way to see it is via tour bus. The other is by walking the downtown part of Duval Street. In and around Duval Street are the following:
- Mel Fisher Museum – 200 Green Street – https://www.melfisher.org/ I know you don’t want to do museums, but this is a legit treasure-hunter museum! Mel Fisher is the guy widely ridiculed as a nut-case for decades during his search for sunken Spanish treasure galleons…until he found the Atocha! He recovered millions of dollars worth of Spanish gold and other treasures (most of which went to the State of Florida). This is one unique museum worth seeing.
- Margaritaville Key West restaurant – 500 Duval Street. This is Jimmy Buffet’s place, and we actually saw him there last visit. Pretty good food, but at least a place to look in.
- Sloppy Joe’s – Ernest Hemingway’s famous hangout. 201 Duval Street. Stop in for a glass of wine maybe.
- Hog’s Breath Saloon– 400 Front Street, just around the corner from Duval Street.
- The required purchase here is a teeshirt with their motto: “Hog’s Breath is Better Than No Breath At All!” You know you want that shirt! It’s the classic KW souvenir.
- Half Shell Raw Bar– 231 Margaret Street – this is borderline walkable from Mallory Square, but it would probably be better to drive there. Typical classic, flip-flops optional Keys place. You actually expect to see dirt floors. But the food is very good, and reasonably priced. We eat there every trip to Key West.
- You can walk next door to Turtle Kraals and see the sea turtles there. Good food too, but the Raw Bar is more fun and less expensive.
- But it’s okay to just look at the turtles – they do a lot of rescue work, so they like people seeing the turtles.
And finally, a word about the drive back to Miami.
Try to avoid making this a Saturday/Sunday trip. Everything will be much more crowded, but more important, the drive home on Sunday will be an absolute nightmare. Half of Miami goes to the Keys on the weekends, and we all drive back home on Sunday. One recent example:
We recently made a day trip down to Marathon (the halfway point to Key West) to visit DD’s BF’s family. We left mid-afternoon on a Saturday and the 100 mile trip to our home took us 2 1/2 hours.
BF’s family didn’t leave until Noon Sunday, and their drive took 6 1/2 hours! No accidents, just bumper to bumper traffic on a two-lane highway most of the way.
Avoid a Sunday return drive!