🌴 Blue Flamingo Resort Key West
From the moment we arrived at the newly opened Blue Flamingo Resort, we knew we’d found our tropical home away from home. This place is a vibrant, tiki-inspired paradise that blends retro charm with modern comfort. The twin pools are the heart of the resort—for lounging with a cocktail, and complete with lawn games. We loved the laid-back, playful atmosphere that made it easy to meet fellow travelers while still having plenty of space to unwind.
The rooms were spotless and stylish, with rattan accents and colorful local art that gave it a true Key West flair. The free shuttle to Old Town was a huge bonus, and the staff was genuinely warm and helpful throughout our stay. Whether you’re here for a weekend escape or a longer island adventure, Blue Flamingo delivers big on fun, comfort, and value. We can’t wait to come back!
🫖 Tea on the Sea by Fury
This sunset sail was a total highlight of our trip! “Tea on the Sea” is not your average cruise—it’s a fabulous floating tea dance with a DJ, open bar, and delicious bites. The vibe was festive but relaxed, and the views of the sunset over the water were absolutely magical. The crew was upbeat and welcoming, and the whole experience felt like a celebration of joy and community. Highly recommend for anyone looking to mix a little glam with their ocean breeze.
🏛️ The Truman Little White House
History buffs and casual visitors alike will love this gem. The guided tour was engaging, informative, and surprisingly moving, offering a glimpse into President Truman’s life and leadership. The home is beautifully preserved, and the stories shared by the docents brought the era to life. It’s a peaceful, shaded spot in the heart of Key West that offers a meaningful pause from the party scene.
🌅 Sunset Dinner Cruise with Sunset Watersports
This cruise was the perfect blend of tropical indulgence and laid-back fun. The buffet was delicious (the blackened mahi and sweet plantains were standouts), and the open bar kept the good vibes flowing. Live music set the tone as we watched the sun dip below the horizon—truly a postcard moment. The crew was attentive and friendly, and the whole experience felt like a mini celebration on the water.
🍩 Key West Southernmost Sweet Treats Tour with Underground Donut Tour
This walking tour was a sugar-fueled adventure through Old Town, and we loved every bite. From gourmet donuts to hidden dessert gems, each stop was thoughtfully chosen and delicious. Our guide, Tim, was fun and full of local stories, making the tour feel like a sweet stroll with a friend. It’s a great way to explore the island’s history and satisfy your sweet tooth at the same time. Stand out was the conch fritter!
🍝 La Trattoria Oceanside
La Trattoria Oceanside is an oceanfront escape with food that’s as beautiful as the view. We were seated just in time to catch the sunset, and the ambiance was perfect—elegant but relaxed. The pasta was fresh and flavorful, and the cannolis were the best we’ve had in ages. Our server was attentive and knowledgeable, making great wine pairings and menu suggestions. A must-visit for anyone craving Italian with a coastal twist.
🏳️🌈 Pride Week Street Fair in Key West
The Pride Street Fair was a joyful explosion of color, music, and love. From local vendors and food trucks to live performances and drag shows, every block of Duval Street was buzzing with energy and inclusivity. It was a beautiful reminder of what makes Key West so special—its open-hearted spirit and celebration of individuality. Whether you’re part of the LGBTQ+ community or an ally, this event is pure magic.
🎤 Randy Roberts Live! at LaTeDa
Randy Roberts is a showstopper in every sense. His live vocals, dazzling costumes, and razor-sharp wit made for an unforgettable night at LaTeDa’s Crystal Room. He channels icons like Cher and Bette Midler with uncanny precision, but it’s his original persona that truly steals the show. The performance was polished, heartfelt, and hilarious—Broadway-caliber entertainment in an intimate cabaret setting. Don’t miss it!
Visit this website: fla-keys.com and begin your planning now!
Happy Travels 