Exploring Lesbian Key West: Events, Bars & More – Once Upon a Journey

Lesbian key west - Once Upon a Journey

Come Explore Lesbian Key West This Summer

The Florida Keys are known for their laid-back style and open, welcoming, and accepting atmosphere. Making it a favorite destination for LGBTQ+ travelers already for decades! And especially lesbian Key West is the place to be!

With their ‘One Human Family’ motto, Key West doesn’t just tolerate difference; they celebrate it.

It’s the southernmost point of the continental USA, and here queer businesses thrive, rainbow flags flutter all year, and there’s a rich queer history dating back as early as the 1950s! Key West was even among the first cities in the States to elect an openly gay mayor, Teri Johnston.

And it’s not only an amazing travel destination because of its welcomeness but also because of its amazing weather, beautiful nature, stunning waters, and fantastic restaurants. There is a lot to see and do here!

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Key West Gay Travel Resources

Planning a Florida Keys for Gay Families Vacation – 2TravelDads

Florida Keys for Gay Families - 2TravelDads

I had dreamed of a Florida Keys vacation since I was a teenager and first saw pictures of Key West and all the places to visit in the Florida Keys for gay families. Well, we’ve finally taken a family trip to the Keys (several actually!) and worked really hard to create the best Keys itinerary with kids in mind.

We stayed in several tropical resorts, including some vacation rental options, and have great recommendations for where to stay as you explore. Also, keeping in mind smaller crowds and the abundance of nature in this beautiful archipelago, this vacation plan is great for having a one-of-a-kind experience beyond the busier spots in the Keys.

No matter how you slice it, the Florida Keys is a road trip. Sure, you can fly into Key West, but you can also fly into other Florida airports and then drive the Overseas Highway as far as you can. And that’s when we get to the big questions about planning your vacation here.

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Florida Keys Gay Travel Resources

Three Days in Lesbian Key West – Our Taste for Life

Three Days in Lesbian Key West - Our Taste for Life

The Perfect Weekend in Lesbian Key West

If you’re planning a memorable weekend in lesbian Key West, you’re in the right place! In this guide, guest author Polly Clover shares the ultimate 3-day Key West itinerary for a fun-filled weekend alongside all of her top tips for visiting.

Key West, the southernmost point in the United States, is one of Florida’s most lively and beautiful vacation destinations. In fact, if you ask me, no Florida Itinerary is complete without visiting.

Known for its iconic watersports, historical landmarks, energetic nightlife scene, and picture-perfect scenery, Key West has it all. It’s an excellent place to visit solo or with family or friends. From fun and laid-back beaches to delicious dining experiences and cool bars, there’s something for almost every traveller in Key West.

Below, I’ve compiled a detailed itinerary for the ultimate long weekend in Key West. I’ll also share some helpful tips and advice for making the best of your experience.

By Charlotte & Natalie – Full Story at Our Taste for Life

Key West Lesbian Travel Resources

Affordable Florida Keys for Gay Families – 2TravelDads

Affordable Florida Keys for Gay Families - 2TravelDads

After several trips to the Florida Keys the biggest question we get is how to visit the Florida Keys for cheap. “What’s an affordable hotel in Key West?” or “What key should we stay on for cheap?” Here’s a plan for an affordable Florida Keys vacation that is budget friendly and also tons of fun.

If we’re missing a topic or don’t answer your question in this post about doing an inexpensive Florida Keys trip, send me a note and I’ll get you set up with the best budget information possible.

Whenever you budget for any vacation, you have to keep four things in mind:

  • Transportation – flights / rental car / gas
  • Hotels – lodging / vacation rental / resort
  • Food – 3 meals a day and snacks
  • Activities – cheap things to do are great, but big ticket fun is also nice

We tend to set a lump sum budget before we dedicate to our destination, and then if we can make our ideal vacation destination work we will fit it to our budget. The Florida Keys budget is an example of setting a total amount and then tailoring your plan to fit it.

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LOCATION Gay Travel Resources

Florida Keys Kayaking Adventure – 2TravelDads

Florida Keys Kayaking - The Globetrotter Guys

Florida Keys Kayaking was one of our favorite parts of our road trip from Miami to Key West (mmm, key lime pie!). The best places to kayak in Southern Florida are spread out between the many islands, and they aren’t all where you’d expect. This is our guide to kayaking with kids in the Florida Keys, and any of these spots are great as an adult too.

As we go through the many kayaking spots in the Keys, you’ll see that some of the launch sites are in state parks and others are public access via beaches or boat ramps. Wherever you’re putting in, and whether it’s a kayak, canoe, or standup paddleboard, always be aware of wildlife, underwater obstacles, and other boats. Remember, safety first in all things if you want to have an amazing Caribbean vacation!

Best Places for Florida Keys Kayaking

Kayaking through the backcountry waters of the Keys, and you’ll see one of the world’s most diverse marine life ecosystems. The quiet, shallow backwater region of flats and mangrove islands has inspired many naturalists and outdoor enthusiasts to combine environmental tourism with the sport of sea kayaking. The opportunity to explore such serene, untouched areas is very special.

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Florida Keys Gay Travel Resources

Gay Florida Keys – The Nomadic Boys

Gay Florida Keys - The Nomadic Boys

We’ve travelled the world extensively, and can hands down say that when it comes to stunning sunsets, the Keys of South Florida is the best place to come. There are of course many other reasons to visit the Keys: the terrific gay scene of Key West, the diving in the many coral reefs, beautiful beaches, and of course the star culinary highlight, the divine Key Lime pie! But for us, those magnificent sunsets stole the show.

The Florida Keys are a string of thousands of tropical islands stretching about 120 miles (193km) off the southern tip of Florida, between the Atlantic Ocean and Gulf of Mexico. The word “Keys” comes from the Spanish word “cayo”, which means ‘small island’.

The Keys begin at the southeastern coast of the Florida peninsula, about 15 miles (24 km) south of Miami. They then extend from Key Largo, all the way to Key West, which is the westernmost of the inhabited islands.

This is our gay travel guide to the Florida keys, where we set out the best gay hotels to stay, our favourite gay hangouts and top things to do.

By Stefan Arestis – Full Story at the Nomadic Boys

Gay Florida Keys Travel Resources

Gay Key West – The Nomadic Boys

Gay Key West - The Nomadic Boys

Conch! It’s quite a quirky word, satisfying, yet it sounds like you’re cursing… “you CONCHhead!” or “you’re such a CONCH!”

Giggles aside, over in the gay island mecca of Key West, a conch is a legit nickname given to the locals. And this bunch of conchers sure know how to live life to the fullest!

Key West is famous for its relaxed, tolerant and queer inclusivity. Historically it’s always been different, helped by the fact that it is the southernmost point of the USA mainland, slightly cut off from the rest of Florida. This has allowed Key West to thrive as a mixed haven for an eclectic blend of people ranging from Native Americans, Spanish, freed slaves, pirates, and of course, the LGBTQ community. It has also been a bedrock for artistic talent with the likes of Tennessee Williams, Ernest Hemingway and Judy Blume all making this unassuming island their home base. Key West even has an official motto of “One Human Family“.

We absolutely loved Key West. There are so many things to do here with a really exciting gay scene along Duval Street. We’ve been to Key West several times and always had a ball on each visit. We’ve put together this detailed gay guide to Key West to include our experience trying out the best gay hotels, partying in the bars/clubs, inspiration for things to do, and more.

Gay Key West

The gay area of key West is based around the busy Duval Street, between Angela and Petronia Streets. There is a permanent Rainbow Crosswalk here so you can’t miss it! This small intersection forms the gay neighbourhood of Key West, largely centred around 3 large complexes forming a sort of triangle. The 3 large complexes are 801 Bourbon, Bourbon St. Pub and Aqua. Each one has around 3/4 separate bars/clubs inside which we summarise in detail below.

By Stefan Arestis – Full Story at the Nomadic Boys

Key West Gay Travel Resources

Gay Key West Resorts – The Nomadic Boys

BLOG - Gay Key West Resorts - The Nomadic Boys

Key West is super gay! This small island in south Florida is a notorious gay mecca, with a whopping 30% of its 25,000 residents identifying as LGBTQ.

The island’s history as a gay destination dates back to the 1950s when well-known LGBTQ celebrities like Tennessee Williams, Gore Vidal, Jerry Herman, Leonard Bernstein and Elizabeth Bishop have since made it their home. Subsequently in 1983, Key West became the first place in the US to elect an openly gay mayor (Richard A. Heyman), then in 2000, the island’s motto became: “One Human Family“.

We’ve visited Key West on several occasions and always had a blast, especially on the gay scene on Duval Street. There are so many things to do for gay travellers and with regards to to the hotels, it was never a case of ‘please can we have a double bed’, but more – ‘which of these many gay hotels should we stay at on this trip?’

There is an impressive number of different gay Key West resorts to pick from, so we’ve put together our 10 favourite, which also includes gay hotels and guesthouses.

Island House

Island House is notorious across the entire LGBTQ community of south Florida. It’s also one of the largest male-only clothing-optional resorts we’ve ever been to.

By Stefan Arestis – Full Story at the Nomadic Boys

Key West Gay Travel Resources