For our first year anniversary Jay decided to take me on a surprise trip someplace we’ve both wanted to go—Key West! It was our first trip down, and there were some great experiences, and some things we’ll just never do again. Overall the Keys are gorgeous. It’s a Mecca for fishers, foodies, and those who loved to live in a completely laid back setting.
I was immediately struck by the most predominate feature of the area—the beautiful water that is deep blue and just the right temperature. There are slivers of beach just off the road, where one or two families have found a bit of solace for the day. The sapphire colored water is dotted with kayaks that are making their way to one of the many uninhabited islands. Take a second to look, and you’ll find that some of those kayaks made it, and the lucky kayakers have erected tents are swimming, making lunch, fishing, and who know what else, on a small island they have claimed all to themselves for the day.
Beyond the wildlife, the environment is quiet in most areas. The Conchs, as natives of the Keys are called, are overall pretty friendly. They seem to understand that their local economy is based on both fishing and tourism. The inhabitants of The Conch Republic, also known as the Keys, also seem to recognize the fragility of the gift that surrounds them—there are constant reminders to respect the ecosystem. The delicate balance in this aquatic-based environment is, after all, what makes the Keys so special.
Key West is also definitely a place foodies want to visit at least once. There are gourmet restaurants and street food vendors everywhere. It could definitely be a bit intimidating though—because all of the food offerings are not quality, and there is a lot of diversity. Picking the right place to have an exceptional “Keys culinary experience” might be daunting. To find a quality place to eat, I would definitely suggest using Zagat.com, “the local news”—a station full of information for visitors that is in association with tripsmarter.com, or talking to trusted locals. Of course, going for seafood is the best culinary choice. Talk about fresh! However, a word of caution: do ask if the seafood being served is local. We went to a highly rated restaurant suggested by Zagat, and all of the seafood on the menu was not locally caught. However the local catch on the menu was wonderful.
The lodging in Key West was also in tune with nature and the history of the location. Off the main roads there are plenty of Bed and Breakfasts and Inns that, at least from the outside, looked delightful. There were also larger chain hotels, and smaller independent ones. Most of these hotels were laid out in a way that took advantage of their location by providing guests with large windows and lots of outdoor space.

Not all the areas of Key West are quiet, though. The downtown/historic district of Key West is a bustling little area. There seems to be an effort to make the area “family friendly” with attractions like the Pirate Museum. At this particular museum external advertisements beckoning visitors inside using lively music, comedic voiceovers, and banners letting parents know that the pirates inside aren’t too scary by telling them to “think Disney”. The small mall also houses one of the most unique toy stores I’ve ever seen. I felt like I was walking into Peter Pan, or Mr. Magorium's Magic Emporium. You have to walk through a mini rainforest to even enter the toy store. Once you do, you’ll see that someone’s imagination has run wild in there. The place is decorated in larger than life models of pirate ship, mermaids, and golden dipped statues.
There are also plenty of historic sites for families and history buff to explore, like Truman’s Little White House on Front Street. This house has a rich history, is linked to several US presidents, and is a piece of American History. The local tourism companies try to provide options for smaller children and older adults with offerings of glass bottom boats and trolley rides.
However, all in all, I’d steer clear of suggesting Key West for most families’ vacations and those who just want peace and quite. While the lodgings are nice, if you stay near the historic area there are very few pockets of space that afford quiet solace. The key word is “afford” because lodging in the Keys can get pricey if you’re looking for quality. The price of many on-the-water activities can also get to be a bit steep. For example the adult price of a glass bottom boat ride could easily be about $40, not including a tip. If you’re looking for quiet you can find it, but you’ll probably need to select a hotel away from the downtown area, which gratefully is what Jay did when he picked Coconut Mallory.
Also, because the island is so small, ALL kinds of businesses vying for tourist dollars are pushed into the limited space of the historic downtown area and the pier. So while you’re walking with the kids to see the museums you will pass explicate adult stores (the one near the pirate museum had a life-like dildo in the widow display), bars that will open when the sun goes down with drag queen headlining acts, lots of drinking spots, and probably some things I missed. But the kiddies might also get an eyeful during the day anyway. Besides the many places to drink alcohol just about all day, many of the tourist companies offer excursions that include “all you can drink” beer/ wine/ margaritas/ champagne. This can be great for certain visitors, but it also means you’ll probably see people acting “peculiar” just about all day after they get off their boats.
Now am I deterring people from going to Key West? No way! I had lots of fun! Wonderful snorkeling, fishing, sailing, food, drinks, art—are you kidding! However I’d advise parents to either visit without the kids first, or stay as a whole family some place a stone’s throw, but world away, from Key West, like Marathon Keys. Parents should at least know what they might expose their kids to, and make sure they’re OK with that. I would also suggest staying on another Key, like Isamadora, for those who basically just want some quiet downtime. You can save a little money by staying in one of the lesser known, but just as beautiful, Keys, if you’re not looking for the Key West nightlife.
Will Jay and I go back to Key West? Definitely! And I’ll make sure I remember my passport to visit the Conch Republic—it truly is out of this world.
See all our pictures from this trip at this facebook album.