When To Visit Key West: Spring 2021

Sunset Sailboat Cruise

Springtime is a great time to visit Key West. The sun is shining, fresh seafood arrives daily, celebrations and special events are lining up and the quirky quotient skyrockets. Pack light and head out for paradise. We've paired up some of the best special event dates with our available premier vacation rentals. We're going to make your stay and you're going to enjoy every minute!

Valentine's Day Weekend

Our friends at Essera Spa invite you to enjoy their services in addition to our guest services over the long holiday weekend. They're offering two sweetheart packages or you can even design your own package of spa services to be enjoyed in your Historic Key West Vacations rental!

Where to Stay: Cloud 9 - Nightly RentalVilla Josine - Nightly Rental

Tony Sands Presents Sinatra's That's Life Concert

March 5: Ages: 21 & Over Doors Open: 7:00 PM Door Price: $40.00 - $55.00 https://thekeywesttheater.com/

Where To Stay: Solaris Garden - Nightly Rental ,  Steamplant 210 - Monthly Rental

 

Cemetery Stroll

The final Cemetery Stroll to be offered at the Historic Key West Cemetery this season will take place on Saturday, March 20, 2021. During the stroll, small groups of visitors will be escorted to gravesites where interpreters will tell the stories of the deceased in brief monologues. The groups are scheduled for departures at 9:30 AM, 9:50 AM, and 10:10 AM. Reservations are necessary and can be made by calling (305)304-1453. 

Where To Stay: 

Poinciana Treetop - Nightly Rental Island Days - Monthly Rental

 

38 Special at Coffee Butler Amphitheater

This concert was originally set to take place on April 10th. Tickets purchased for the originally scheduled show will be transferred to this new date April 3 and ticket holders will keep their same seats. For questions and inquiries, please email boxoffice@thekeywesttheater.com

Where To Stay:

Rooster Conch - Nightly Rental, Seas The Day! - Weekly Rental, Inn Cogneato Cottage - Monthly Rental

16th Annual Tiger in the Woods Golf Tournament

March 25. Registration begins at 7:00 am,  Tee-off at 7:30 am For more information contact Kerry Baker at 305-294-2587

Where To Stay: Potter's Cottage - Nightly Rental, Sea Vista - Monthly Rental  

Rams Head presents Old Dominion

Tickets on sale https://www.axs.com/events/397086/old-dominion-tickets Proving that they are not your average country band, Old Dominion lends old-fashioned country charm, lyrical wit, and rock n’ roll grit into radio-friendly hook-heavy pop nuggets. Coming up May 4. Key West Concerts

Where To Stay:  Casablanca Too - Nightly, Cayo Limón - Monthly Rental  

  25th Annual Key West Songwriters Festival

The largest festival of its kind in the world. Celebrating its 25th year. Since 1997 BMI has been a presenting sponsor of the festival and has helped it grow into both a tourist attraction and a favorite of island locals. The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices, and stories behind the songs. May 5-9th 2021. Shows start early afternoon and play into the late night. Staged at an array of the island's most popular Beaches, Boats, Bars, Resorts and Historic Theatres. Tickets Most of the Festival shows are FREE to enter. The shows that require advance ticket purchase will be announced at a future date. Email: info@kwswf.com Box Office: (305) 619-5962

Where To Stay:  John Truman's Hideaway, Lola's Place - Monthly Rental 

 

One Night of Queen performed by Gary Mullen the Works

Tuesday, May 5, 2021 at 8 pm Tennessee Williams Theatre, One Night Of Queen is a stunning live 2 hour concert recreating and celebrating the music of Queen. Performed by Gary Mullen and ‘The Works’, with fantastic staging, lighting and effects, this show will rock you – guaranteed!

Where To Stay: Martha Truman Suite - Nightly Rental, My Happy Place - Monthly Rental 

 

Start Planning your Key West Vacation 

Are You ready to have fun? You'll always get the best available rates on Key West vacation rentals when you book directly on our website or with our experienced vacation planners by at 305.619.4880. Let's get started on your Spring Break Key West Getaways NOW!