Planning a Key West trip in 2026? 🌞
One of the questions we hear all the time is, “What’s going on when and where?” The honest answer is… always something. So we pulled together a simple month‑by‑month look at festivals and events across the island to make planning easier.
Read the 2026 Key West Festival Guide here:
/blog/local-events/key-west-top-events-2026
- Link in bio 🔗
When will you be visiting? 🌴
#themarkerkeywest #visitkeywest #keywestfestivals #keywestevents #themarkerkeywest
“This is NICE!” @anthonyhotels was right.
@themarkerkeywest IS nice. In all the ways, but its history is a standout. From Hemingway’s old writing desk ✍️to the significance of Mile Marker 0 of US HWY 1 on the name of the property, there’s even live music at the pools.
So who really was more knowledgeable? Sarah or Anthony? 👀
@curatorhotelsresorts
#TheMarker #KeyWest #LuxuryResort #Travel #CuratorHotels #ExploreKeyWest #CuratorsofTravel
Last year, you voted us the #2 resort in the Florida Keys and we couldn’t be more grateful 💙
This year, we’re once again honored to be nominated for the 2026 Condé Nast Traveler Readers’ Choice Awards.
If you’ve made memories with us here in Key West, we’d love your support. Vote now through June 30 at the link in our bio.
#lovethemarker #condenasttraveler #keywestvacation #historicseaport #themarkerkeywest
Fresh from the ocean to the plate. Did you know we’ll cook your catch? 🎣☀️
Shoutout to @sk_vaught for this great moment after their Key West fishing trip.
#lovethemarker #keywestfishing #keywestvacation #historicseaport #themarkerkeywest
There’s a certain kind of day in Key West that starts on the water… and somehow turns into one of the best days of your trip ☀️🌊
From snorkeling the reef to sandbars and sunset sails, we shared some of our favorite ways to experience Key West with Fury Water Adventures.
Read more: link in bio.
📷 @furykeywest
#lovethemarker #keywestvacation #furywateradventures #historicseaport #themarkerkeywest
Somewhere between the balcony view and live music poolside ☀️🌴🎶
📷 @ourlittlelifestyleblog
#lovethemarker #poolsidevibes #historicseaport #keywestvacation #themarkerkeywest
To the moms who make every trip a little more memorable 💛
Happy Mother’s Day ☀️🌴
#lovethemarker #mothersday #poolsidevibes #keywestvacation #themarkerkeywest
🇺🇸🏃♂️ LACE UP FOR A CAUSE, KEY WEST! 🏃♀️🇺🇸
INFLATE is proud to support the 🇺🇸 Salute to Service 5K Weekend at The Marker Resort in Key West — honoring our military members, veterans, first responders, and teachers! ❤️🤍💙
📍 The Marker Resort — Key West, FL
📅 May 23–25
🏅 5K Race: Saturday, May 24 at 8:30AM
Whether you want to RUN, WALK, CHEER, or VOLUNTEER, this is an amazing community event you won’t want to miss!
✨ Registration includes:
✔️ Challenge coin
✔️ Snacks & drinks for finishers
✔️ Race shirt for the first 200 sign-ups
✔️ Weekend fun at one of Key West’s favorite resorts!
🎽 Sign up to run:
/Race/FL/KeyWest/SaluteToServicePresentedByTheMarkerResort
🙌 Volunteer with the event team:
/go/20F0E49ABA82EA4FB6-62564772-salute#/
Let’s show up BIG for those who serve our communities every day. 🇺🇸💥
#INFLATE #SaluteToService #KeyWestEvents #MilitarySupport SupportOurTroops 5KRun Volunteer KeyWest CommunityStrong RunForACause Veterans FirstResponders Teachers TheMarkerResort