Alexander's Guesthouse Key West

06/15/2026

Have you stayed at Alexander’s Guesthouse and enjoyed your time with us? We’d be honored to have your nomination for Best Guesthouse in the Bubba Awards.

Every nomination helps support the welcoming experience that makes Alexander’s special. Nominating only takes a minute.

Vote here:
https://keysweekly.com/bubbas26/ #/gallery/?group=550365

Thank you for your support and for being part of the Alexander’s family.

06/13/2026

If you’ve ever stayed with us at Alexander’s Guesthouse, enjoyed our hospitality, relaxed by our pool, made new friends, or created unforgettable Key West memories here, we’d be honored to have your vote!

We’re asking our amazing guests, friends, and supporters to nominate Alexander’s Guesthouse for Best Guesthouse. Your nomination helps us continue sharing the warm, welcoming experience that makes our little corner of Key West so special.

Every nomination makes a difference, and we’d be incredibly grateful for your support. Casting your nomination takes just a moment and doesn’t require a lengthy sign-up process or result in unwanted email communications.

👉 Click the link below to cast your nomination:

https://keysweekly.com/bubbas26/ #/gallery/?group=550365

Thank you for being part of the Alexander’s family 🤍

The annual Bubbas Awards recognize the best businesses, restaurants, attractions and personalities in Key West.

06/05/2026

Join us today at 12 PM for our annual R U WET party, benefiting the Key West Business Guild! Party with DJ Angel and our favorite Miss Bouvee. Reserve your exclusive VIP daybed now for $100, which includes your choice of a bottle. See you soon!

06/03/2026

Happy Pride!

Kick off Key West Pride with us on Friday, June 5, at our annual R U WET Party from 12–3 PM. Cool off by the pool, dance to beats from DJ Angel, and celebrate Pride the Key West way.

Then stick around for Drag Bingo at 5 PM with everyone’s favorite, Miss Bouvee, where the laughs are guaranteed and the competition is fierce.

$10 suggested donation at the door.

Come for the party, stay for the bingo, and celebrate Pride with great music, great people, and plenty of fun.

05/27/2026

05/15/2026

At Alexander’s Guest House, happy hour isn’t an occasion- it’s a daily ritual.

Sun-softened afternoons, a complimentary pour in hand, and that unmistakable Key West ease where time slows down just enough to notice it. No reservations, no rush… just golden hour energy that somehow lasts all day.

Because here, the best part of the stay isn’t just where you sleep- it’s the moments you don’t plan for. 🍸

04/24/2026

Spring at Alexander’s Guesthouse just hits different- sunlight through the palms, slow mornings, and afternoons made for poolside lounging. The kind of place where time softens and everything feels a little lighter… and honestly, you should be here, doing absolutely nothing but relaxing into it.

03/24/2026

At Alexander’s Guest House, mornings feel like home 🤍

Wake up to fresh coffee, warm pastries, hot breakfast favorites, and eggs made just the way you like them. It’s the kind of start to your day that’s simple, comforting, and just right.

02/21/2026

Sun’s out, drinks half off, and the beats are calling your name.

Join us at Alexander’s Guesthouse today from 2–5 PM for a pool party that hits just right. Enjoy 50% off drink specials while DJ Angel De La Izla keeps the vibes flowing all afternoon.

Grab your friends, claim your lounge chair, and let the rhythm take care of the rest.

01/21/2026

Reminders from Alexander’s 🍸

The Tropicana Pool Bar hours are 10:00AM to 8:00PM daily.
Guests can continue to enjoy complimentary happy hour from 4:30–5:30 PM- because some traditions are too good to change.

Updated drink packages are as below and are only available to Alexander’s guests;
• $40 unlimited well drinks per person, per day
• $60 unlimited premium drinks per person, per day

A limited number of day passes are available for $20 per day between the hours of 12:00pm and 8:00pm and Monroe county locals may take advantage of 50% discount! Day passes include one complimentary cocktail.

Come sip, swim, and stay awhile.