Welcome to Key West

Ann & I were in Florida for TBEX and decided to knock an item off our bucket list while we were there.

Driving down hwy 1, crossing the 7 mile bridge, was like falling down a rabbit hole and finding a mysterious and wonderful secret world. Time… doesn’t * exist * on the island.  It appears that it slows to a halt right after that bridge, making the lower keys the ideal place for a truly relaxing getaway.

The only time that seems to exist is the scheduled departure for your sunset cruise.  Just saying.  But don’t worry, it comes back around tomorrow night.  Meanwhile, head to the boardwalk and take in the sights.  Every night is a celebration and the sunsets are spectacular regardless where you’re standing.

The first thing you’ll want to do as you step out of the car is turn your face to the sun… soak up some therapeutic rays, breath in the smell of the salt in the air, and listen to the waves crashing against the shore.

That’s the island’s song and it may just seduce you.

It certainly worked on me.  So well, in fact, that I’ve been back from Key West for 4 months now and I still can’t write about it.  Writer’s block.  It’s never convenient.

I found a piece of myself on that island, a piece that’s made it hard for me to put pen to paper. I’m finally able to share some of the more memorable moments of our trip and my tips for making the most of your visit to Key West.  You won’t find these in guide books, so stick around.

Size Matters

The island is bigger than it appears and if you’re not careful you’ll end up in the most gorgeous hotel by the ocean a quarter mile from everything else.

This Canadian girl managed to screw up the conversion.

Key West The Inn at Key West

Going the Distance

When planning your trip to the keys remember – Location, Location, location.  ‘Waterfront’ or  ‘Ocean front’ is not synonymous with ‘close to the action’.

We stayed at the gorgeous ocean front Inn at Key West without realizing 1/4 mile was a 15 minute cab ride downtown.  Our cab fares averaged the same amount for a daily rental car.  Best to do the math before you leave home.

sebago key west

Shopping

Mallory square is a great place to find unique items, official Conch Republic souvenirs, and gorgeous jewelry. On Duval st you’ll be able to find fashions of all kind… for all kinds of bodies.

Explore

Once you’re done feeling sorry for yourself ‘cause you can’t have this year round you should head to Duval St and Mallory Square where you can shop, dine, and stroll to your heart’s content.

Mallory square is a great place to find unique items, official Conch Republic souvenirs, and gorgeous jewelry. On Duval st you’ll be able to find fashions of all kind… for all kinds of bodies.

conch republic key west
mallory square key west street food
conch republic key west

Pro Tip

If you love steak as much as I do and you either don’t like the high price tag or the huge portions order a steak salad or a flank steak appetizer. It’s served BESIDE the salad, not on it, and the portion is perfect.

Add a side of steam veggies or mashed potatoes and you’re eating like a king without mortgaging your kids.

Key West food

Missed the Sunset Tour?

You now have the perfect excuse to eat at some fabulous restaurants. Many have ‘happy hour’ specials when drinks and apps are ½ price. Can you say… Yum?

Key West sunset tours

So. Much. Fun.

My favorite part of the day is was parasailing.  I’m afraid of heights but when that parachute lets go and the rope unravels all you feel is freedom.

It’s like floating through the air on a cloud.  I was so comfortable I would have stayed up there all day if I could.

Key West Sebago Watersports
Key West Sebago Watersports
Key West Sebago Watersports

Forgotten Contact Lenses

We were brought out to the coral reef to snorkel and I chose to dive in blind for fear of my glasses ending up in the ocean. I have no idea what the reef looks like, I couldn’t see jack-sqwat, but I was told it was gorgeous.

Key West Sebago Watersports

Wearing Glasses?

Don’t let that stop you!

I was hell bent on parasailing so I maguyvered some holders to make sure I got the best view from the top.

Soon everyone was making holders with yellow duct tape.

The captain said it best – it takes a Canadian to come up with the best ideas. 

Undead to Unclothed

Our trip coincided with Fantasy Fest think… Mardi Gras on crack.

Upon our arrival on the island we were greeted by 10 thousand zombies and 2 police officers 400 metres from the airport entrance.  Needless to say I called budget and told them the zombie apocalypse was right outside their door and we would be late returning our rental car.

Never in a million years have I imagined the words ‘If there weren’t so many zombies around I wouldn’t feel as safe’ would escape my mouth.

Flip-Flops & Flooded Streets

Some things can’t be unseen. A fella with nothing but red glitter paint on his crotch. A very old couple baring all save the world’s largest spray painted bush. 

Just don’t look down, mkay? You’re welcome.

Key West fantasy fest 2015

Got Wet Feet?

High Tide. Full Moon. Flooded streets.

Forget looking down to see if what you just stepped in is water or a gross mix of something else.

Looking down means you have to look back up and you’ll find yourself face-to-face with a full-frontal.

The George Clooneys of the island must have stayed home all kinds of bodies were on display.

Key West fantasy fest 2015

Your Flight Awaits

Key West is truly a magical place and I can’t wait to go back! I hope you’ve enjoyed the video (missed it? At top of page ;)) and the pictures. Armed with the best Key West travel tips you won’t find elsewhere, start planning your dream adventure. You deserve it!

context travel in montreal
key west sunset gorgeous

Explore Key West

Sunset Ceremonies - Daily

Every night crowds gather at the pier for the Sunset Celebration, a nightly arts festival at Mallory Square.

Mermaids playing the yukelele, sword swallowers telling tall tales and fresh-made-right-in-front of you guacamole are just a few of the highlights well after the sun bids farewell.

Conch Republic Independence Celebration

With events ranging from wacky bed races, to a lighthearted sea battle featuring tall ships, the Conch Republic Independence Celebration is a 10-day birthday party showcasing the independent and eccentric spirit that characterizes Key West.  The event is held every year in April.

What exactly * is * the Conch Republic?  Read here for more information!  I was fascinated by this little piece of history and invite you to learn more.

Fantasy Fest

Marketing geniuses decided October needed a party to keep businesses afloat during the slowest season of the year.

Fantasy Fest is a 10-day party in paradise for grown-ups, held annually in October.  Fun-loving revelers from around the globe bring their creativity and imaginations as they descend upon Key West each year in October for 10 days filled with costuming, parades, libations, and excitement!

Galleries

Key West is rich in culture.  Tour some of the many local art galleries to experience Key West arts.

Ernest Hemingway Home & Museum

The home of Nobel Prize winner Ernest Hemingway, where he wrote many of his most notable works, is now a museum featuring some of Hemingway’s original furniture as well as artwork and his wife’s chandelier collection.

The grounds also host the descendants of Hemingway’s cats and beautiful gardens filled with Angel’s Trumpet, Hibiscus and Gardenias.

Bike (and more!) rentals

Rent a bike and explore the island on your time.

This budget-friendly option means you can reach all of the attractions in Old Town within five to ten minutes.  A great way to explore the island!  You can also rent motorcycles and Jeeps.

Free (ish) Things to do in Key West

Key West is a little piece of paradise that doesn’t have to cost you a fortune.

Visiting Key West on a budget is a piece of cake, or Key lime pie. Check it out!

Things to do - Kids

From a museum featuring shipwreck salvage to one of the oldest marine mammal facilities in the world, Key West is a kid-friendly vacation destination that is sure to create memories for the entire family.

So Much to See

None of the locals are locals, and as Ms Beth (one of our Sebago captains and all around awesome woman) would say people just fall in love and come back because they can’t imagine living anywhere else.  I can believe it!

They weren’t kidding when they said #FLKeys had the best sunset in the world @visitflorida #lovefl Click To Tweet.

They weren’t kidding when they said it was the best sunset in the world.

At the table next to us at the restaurant was a woman wearing nothing but a grass skirt and artful body paint.  Men were wearing what can only be described as leather nutsacks on a string and group theme costumes were all the rage.

Never mind shilling out beads for a flash – Body paint is the fabric of choice during these festivities.  I’ve never seen so many Nekkid people at once before.

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