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Cassy - Concierge in Key West

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Key West, FL
Cassy - Concierge in Key West

I'm Cassy, your personal Concierge, bringing you the real local-side of Key West.

From hidden gem restaurants to one-of-a-kind experiences, I share only the places and activities I genuinely love!

07/22/2025

🛩️ Seaplane to the Dry Tortugas – Summer Availability!✨

Looking for the most unforgettable experience from Key West? This half-day seaplane trip to Dry Tortugas National Park is truly one-of-a-kind — and for once, there’s summer availability!

Located 70 miles west of Key West, the Dry Tortugas are home to Fort Jefferson, pristine white sand beaches, and crystal-clear waters perfect for snorkeling. 🏝️

You’ll take a scenic low-altitude flight over the islands, enjoy 2.5 hours exploring, relaxing on the beach and snorkeling. It’s quick, easy, and absolutely stunning from start to finish.

📸 Explore historic Fort Jefferson
🤿 Snorkel vibrant reefs and swim in turquoise water
💺 Comfortable round-trip flight with amazing views

📲 Message me or call me at 305-900-8180 to check availability — this is a bucket-list trip you’ll never forget.

07/19/2025

🎉 Hemingway Days Are Almost Here! 🎉
📅 July 20–27, 2025

Get ready for one of Key West’s most iconic celebrations of the year — Hemingway Days!
This weeklong island-wide festival honors the life and legacy of legendary writer (and longtime Key West resident) Ernest Hemingway, with fun, quirky, and cultural events happening all over town.

🍹Highlights Include:
🧔 The famous Sloppy Joe’s Hemingway® Look-Alike Contest — always a crowd favorite!
🎨 The Caribbean Street Fair on Saturday, July 26th — think local artisans, island food, music, and vibrant energy all along Duval Street.
and much more!

You can find the full schedule here: https://hemingwaydays.com/schedule/

Whether you’re a Hemingway fan or just looking to soak up the festive vibes, this is a must-experience week in Key West. 🎭🌴

07/18/2025

🍸 Craft Cocktails & Hidden Gems 🍹
This fun 3-hour walking cocktail crawl is the perfect way to enjoy Key West’s local bar scene — with a buzz and some history along the way!

Sip on 5 unique drinks (including a flaming tiki cocktail 🔥) and enjoy 2 tasty bites as your local guide leads you to hidden watering holes you’d likely never find on your own.

🌿 Small group experience
📍 Easy 1-mile walk — all downtown
❄️ Mostly indoors and air-conditioned (yes, even in summer!)
⏰ Runs daily from 3–6pm

We loved this tour — from the cocktails to the cool off-the-beaten-path spots, it was a great way to start the evening. Perfect for couples, friends, or solo travelers looking to try something fun and local!

📲 Message me or call me at 305-900-8180 to grab a spot!

07/12/2025

🐬 Dolphin Watch & Snorkel Tour

Looking for a group tour that doesn’t feel packed? This Dolphin Watch & Snorkel trip takes place on a spacious 45ft Corinthian powercat — with a max of 36 guests, it’s way more relaxed and comfortable than your average tour boat. 🌊

You’ll snorkel in Key West’s protected wildlife sanctuary, then head out into the Gulf in search of dolphins in their natural habitat. Plenty of shade onboard and space to stretch out!

🧊 Includes snorkel gear, snacks, soda & bottled water
🍻 Beer, wine & hard seltzer served after snorkeling
🚐 Free shuttle from your hotel to the boat and back

📲 Message me or call me at 305-900-8180 to grab a spot — it’s one of the best group experiences on the water!

07/11/2025

🍷🌅 A Sunset Cruise for Wine Lovers

Love wine? Don’t miss this one-of-a-kind sunset wine tasting cruise — consistently ranked one of the top sunset sails in North America!

This adults-only (13+) experience features a tasting of 8 fine wines from around the world (plus premium craft and domestic beers if that’s more your style). You’ll also enjoy a variety of delicious hors d’oeuvres as you sail the calm waters off Key West’s coast aboard a gorgeous classic schooner. ⛵✨

With a 28 guest max, this 2-hour cruise offers an intimate, upscale setting that’s perfect for couples or friends looking for a relaxing, flavorful evening on the water.

📲 Message me to book this unforgettable wine tasting on the sea!

07/10/2025

🥬🌺 Thursdays Are for the Key West Farmers Market!

Every Thursday from 2PM–7PM at Truman Waterfront, you’ll find everything from fresh Homestead produce and gorgeous orchids to artisan cheeses, local honey, crafts, natural soaps, and perfect souvenirs. 🧀🌿🌼

✨ It’s a great way to support local vendors and discover the flavors (and treasures) of the Keys.

🚲 Bike racks available
🅿️ Parking available

📲 Want help renting a bike or golf cart to get there? Call me at 305-900-8180!

07/09/2025

🎈 See Key West from the Sky!

Parasailing is one of the most epic ways to experience the island — clear waters, gentle winds, and stunning views from above! 🌴🌊

No experience needed, and takeoffs/landings are smooth and dry. You might even spot dolphins and turtles below! 🐬🐢

📲 Call or text me at 305-900-8180 to book your flight over paradise!

07/08/2025

🍽️ Eat Your Way Through Key West on a Food Tour!

Looking for a fun (and delicious) way to explore the island? Try a 3-hour walking food tour filled with local flavors, history, and plenty of bites along the way!

There are two tasty options to choose from:
🌴 One focuses on Cuban, Bahamian & island-inspired dishes
🦞 The other is all about fresh, local seafood

Each tour includes 5 food tastings and up to 3 drinks (alcoholic or non-alcoholic), and there’s definitely enough food for a full lunch. Most dietary restrictions can be accommodated with advance notice.

📲 Message me for help picking the right one and booking your spot!

07/07/2025

🌺 Create Your Own Signature Scent in Key West!

Looking for a unique, hands-on experience? There's a brand-new perfume-making class in town — I tried it last week for the first time and I loved it!

✨ Their motto says it all:
"Diving into the world of perfume making is like opening a Pandora's box of delightful aromas — it’s all about mixing, matching, and a whole lot of sniffing!"

The class is about 2 hours (though it can vary), and with Mauricio’s expert guidance, you’ll learn how to blend notes and create your very own fragrance — your personal aromatic fingerprint. The explanations were amazing and the whole experience felt creative, sensory, and so much fun!

📲 Curious about trying it? Contact me at 305-900-8180 and I’ll help you book your spot!

07/06/2025

🌴 Island Hopping, Sandbars & Sunsets – Customize Your Day on the Water!

Looking to explore beyond the shore? One of my favorite private charters is perfect for sandbar hopping, snorkeling, dolphin watching, and even catching the sunset on your way back. 🐬🌅

This experience takes place on a super comfortable 26’ Bennington pontoon — it’s like lounging on a floating couch, soaking up the best of the Keys.

You can choose from:
🕓 4, 6, or 8 hour options
🧑‍🤝‍🧑 Holds up to 6 people
🧊 Includes snorkel gear, lilypad float, cooler with ice & water
🚐 Free roundtrip shuttle from your hotel/rental to the boat and back!

I personally recommend the 6-hour trip — it gives you time to enjoy 2–3 activities without feeling rushed, especially with the distance between the reef, sandbars, and dolphin spots.

📲 Message me or call 305-900-8180 to book your spot!

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