The Florida Keys boast stunning multi-colored turquoise waters, giving the impression of paradise without leaving the country. However, family travel to this tropical destination isn’t always idyllic. Key West seems to be a popular destination on many Florida bucket lists. Conveniently, it’s a reasonable drive from our home in Georgia, so we bought dad a plane ticket to Miami and made the road trip to Florida.
My family had a good Key West visit in May of 2022, but I’m also known for the honest pessimism realism. Our family trip to Key West, Florida could have been better. Despite the beautiful scenery, our family found that Key West didn’t quite live up to our expectations. Usually we hate to leave, but none of us said we wanted another trip to see the Key West beaches.
I don’t want to dissuade you from a visit to Key West, Florida but it’s important to have realistic expectations. Sometimes travel doesn’t always live up to the magical portrayal in pictures.
Jump to these Warnings about Key West
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Why Are You Planning a Trip to Key West, Florida?
Key West waters are beautiful and the tropical flowers are calling. However, is Key West family friendly? Eh, it can be. Key West family activities can be found during the daytime in the water and historic areas. However, this ocean destination should not be seen as a prime kid destination on your Florida itinerary. Drive west from Key Largo and stop at beaches along the way. However, there aren’t a lot of free things in Key West for families; prepare to pay.
- Pose with Betsey the giant lobster near Islamorada.
- Feed the tarpons and have a close-up with the pelicans at Robbie’s of Islamorada.
- Search for the best Key Lime pie and watch the sunset over the ocean.
- Take big kids to the Ernest Hemingway house or President Truman’s Little White House.
- See some butterflies or visit the lighthouse.
- Visit the animals at the Key West Aquarium.
- Learn history at the Key West Shipwreck Museum.
The above attractions sound great, so is Key West good for families? To me, it’s not.
Duval Street, the main drag in Key West, boasts that it alone has 43 bars; there are also plenty additionally on side streets. Drinking alcohol on the streets is technically illegal due to Key West’s open container law. However, there will be people consuming alcohol in plastic cups all over town. My family wasn’t downtown past sunset, but I imagine it could be a very rowdy place at night.

If you aren’t drinking or waiting to drink, the other free main downtown option is shopping. Many stores have touristy trinkets, but there are also some high-end art stores and designer clothing stores. We always enjoy going into Wyland Galleries to admire the art, and local paintings always make great souvenirs.
Key West does have beautiful historical places and some animal encounters. With at least one cruise ship docking in Key West daily, the town itself feels like a very high-priced cruise destination with bars, tourist shops, and fancy food.
Are Key West Beaches Nice?
Florida Keys beaches aren’t like Destin’s soft sands on the gulf. Due to nearby coral reefs, the sand is often coarse and rocky, varying by location. Beach walks and sandcastle building can be uncomfortable, and boogie boarding isn’t ideal—while my kids tried, they were pushed onto rocks, not soft sand.
When making a list of things to do in Key West with family, research the best Key West beaches. Even if a beach claims to have sand, you may have to navigate rocks to reach it. Bring sandals or water shoes for both walking and entering the ocean, as the rocky terrain can lead to slips or cuts—one of my kids even got a cut while wading.

Key West beach Fort Zachary Taylor was our only beach time due to water safety. The water was clear, but we had to wade through seaweed to reach it. The waves were strong, and the kids were tossed onto rocks while boogie boarding. It wasn’t the best end to our beach road trip.
Key West Water: Check the Safety Report
Your car finally gets up to the check-in booth at the beach only for you to read the sign that says “high bacteria levels”. The color of the water may look beautiful, and there are plenty of other people in the water. However, you’re not risking your kids getting sick because the sign says it’s not recommended to get in the water. Not to mention, the sign is only written in English and there are quite a few Spanish speakers – was it not worth translating for them to have the warning as well? Ug.
Thankfully, each beach is different, and the level of enterococci (read: bacteria from fecal matter) fluctuates during each two-week testing period. During our recent visit, only one beach we went to had that warning. While this may not be a game-changer for you, learn why the level of enterococci (what’s being checked) might be something to pay attention to. Check ahead of time and avoid the frustration.

Key West Waves: Say “Summer Seaweed”
According to my online research, city and county beaches clean up the seaweed. State beaches do not. This means that local Smathers Beach and Higgs Beach will have less stink at the beginning of the day while Zachary Taylor will not have been cleaned.
Every summer, the Key West sargassum (seaweed) piles up from the end of May through November’s start of hurricane season. You will wade through piles of it in some places, and the air will smell like rotting fish. While the water further out in the ocean is still a beautiful color, plan to swim in seaweed up-close to the shore.

The good? You get used to the smell and don’t notice it after awhile. Also, it doesn’t sting or hurt you unless there are animals hiding down in it. The sargassum in the sea provides essential hiding places for baby turtles and fish, so it does have a benefit. However, you’ve been warned.
Key West Weather: Bring the Umbrella
Here’s the deal. Hope for perfect weather and water and wind, but you may have to make the best of a less-than-ideal reality. As the Keys are closer to tropical areas, there are distinct rainy and dry seasons; May to October often come with pop-up showers so bring the ponchos or umbrellas. Then there’s always hurricane season risks from June to November. This tropical paradise acts like the tropics.
During our trip, the wind was really strong, so ocean play was very rough. We got drenched the afternoon of our sail trip, and it definitely added to our memories. Last in my pity party, I had built up the sunsets as this huge sky of pink with the most amazing sunsets. Nope, we gathered with everyone else at Mallory Square for the Sunset Party for clouds and a gray sky.
Pack some ponchos and don’t bring anything irreplaceable. You’ll be fine.

Key West’s Best: Schedule A Day at Sea
Ignorant moment here. Many of the beaches say they offer snorkeling, but I’m very glad this was not the only snorkeling I had scheduled. In my head, beach snorkeling meant that the kids would be able to put on their awesome new one-piece snorkel masks and find some tropical fish right off the beach. This is only partially correct. Some of the beaches do have rocky areas not too far out or a pier where you can snorkel along the pier. However, this only makes for good snorkeling if the water clarity is decent and the waves aren’t ridiclous enough to bash you against said rocks.
To see the coral reef in Key West and to be among the beautifully turquoise water, you will need to pay to get off the island. Whether this is a half-day snorkel trip with a tour guide or a family jet ski rental, this is the gold of your Key West trip. If you want to truly have the full Key West experience, allow for time and the finances to include this in your itinerary.

~~~> The highlight of our trip was a half-day eco-tour with Danger Charters. Our tour sailed out about an hour to the reef and sea kayaked through a mangrove island with a guide. Snorkeling in the open sea let us see lots of tropical fish, some stingrays, giant barracudas, and sponges on the ocean floor.
Make sure you leave an excursion like this in your budget. Grab your waterproof phone bag to take some families pictures in the ocean. Don’t forget your reef-safe sunscreen to keep the reef healthy for future explorers. To me, trips like these are the whole point of Key West. Go see the coral reefs, and check out Danger Charters. They were a great company.
Key West’s Cost: Budget (a lot) for Lodging
I looked for cheap hotels. They don’t exist for a family of six. I even reduced our stay from three nights to two and still paid $900 for a mid-week, not-downtown, mainstream hotel during one of the cheapest parts of the year. There are adorable bed and breakfasts all over Key West if your family is smaller and can stay in only one room.
As this is going to be the biggest part of your budget, I would definitely consider starting here to figure out the best time to travel. Staying downtown has the perks of being able to walk downtown easily, but check to see the cost of parking your car at your hotel or bed and breakfast.
If we were to do it again, I think we would consider staying maybe on a smaller key and only drive in for the day. The less crowded islands are cheaper, and sometimes the beaches are better. Your stay would definitely be quieter and less crowded.

Key West Parking: Pay Big to Park the Car
Many people in Key West get around on golf cart, bicycle, or moped. The reason? Ease of finding a spot and cost of parking in the small downtown area. While some street parallel parking is hourly, good luck squeezing in finding one of these spots. There are many paid parking lots each with their own hours, own fee, and own difficulty getting out of spots. While there are some paid by the hour lots, many are not, and you will pay for four hours even though you’re only there for two. Make sure you bring cash for this.
Upon check-in to our hotel, the family in front of us was told that their large van would never find a spot, and it was suggested that they rent a golf cart. I would say that perhaps this was an expensive money-making plan and not necessary. At least during the time of our visit, they could easily have found a spot in a lot; it would have been a lot cheaper than the high-priced rental. However, if you’re going during the high season, it’s possible you would have had a difficult time parking.

With only an eight mile area, this compact downtown is very walkable and easily maneuvered. Given the cost of parking, consider going downtown only once during your trip, and staying for awhile. Wear good shoes to walk around, carry some water to refill, and bring a sunhat and sunscreen. However, I predict that you will be back more than one day, so make sure you include at least fifteen dollars a day in your budget for parking.
Key West Eats: Enjoy the Food
Fresh seafood, bar snacks, fabulous breakfasts, locally-owned cafés… There’s something amazing for every meal. I think I could stay in Key West just to eat well. Granted, that means I would have to pay to park everytime.
Food in Key West is going to cost you, but most of it is money well-spent. For a McDonald’s Coke, we paid a dollar more than our “normal”. Our family of six ended up spending about $100 each meal and that’s with meal-splitting and drinking only water. Cheaper food can be found outside of downtown with the perk of free parking, but it’s still going to cost you more than you pay at home. Don’t plan to save money and time with a fast food restaurant downtown; it doesn’t exist other than one Wendy’s.

Our trip had three fabulous meals. Make sure you check out Moondog Cafe and Bakery right next to the Hemingway House for food all day. Goldman’s Bagels was a great stop for a big breakfast and homemade bagels before our snorkel trip, and Blue Heaven was declared the trip favorite food with amazing pancakes.
As my husband had to remind me several times during our trip, the only one disappointed and frustrated by the lack of apparent perfection — was myself. Everyone else had a good time going with the flow. Hopefully, these Key West insights can help you be more realistic on your trip expectations, so you will be less grumpy than myself. It’s definitely a good place to see even though it has some drawbacks.
Anything you wish you’d known before your trip to the Keys? Know before you go so you can focus on the beauty of the island and your time together.

What Places Should I Add to this Florida Road Trip?
If Key West is just one stop as you drive through Florida, check out these other amazing places! The best Florida road trips aren’t just an Orlando trip to see the mouse. Plan a Florida vacation full of natural Florida beauty.
- “The Everglades: How to Plan an Epic Florida Trip” – Keep going to the very southern tip of Florida to see a different side of native Florida.
- “St. Pete: Make Sure to Visit These 4 Fabulous Museums” – Head northwest for a weekend exploring the very walkable downtown of St. Petersburg, Florida. It’s full of beautiful places and set right on the ocean.
- “Explore Florida Springs with a Crystal River Kayak Trip” – A perfect way to break up the busy of Orlando with a Florida nature adventure.
- “Discovery Cove 101: How to Plan This Epic SeaWorld Adventure” – If you’re looking for the tropical all-inclusive attraction in Orlando, Florida.
- “Crescent Fish Camp: Relax at the Best of Florida” – Follow along the east coast of Florida for the ultimate relaxing getaway at this fish campground complete with a rental house, RV sites, and tiny homes located right on the water of St. Mary’s.


Thanks for stopping by my little corner! Here’s to your next adventure.
I’m Bobbie. As transplants from Texas, my family of six is on a mission to discover all of Georgia’s amazing places, experience amazing road trips across the United States, and create a homeschool life along the way.
Want to adventure like me? Reach out! I’d love to chat. Stop by my Instagram or Pinterest page to discover more of our adventures.
Want to work with me? I’d love to work with your destination and tourism board to help other family travelers see all you have to offer.

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