Explore Things to Do in Key West
There is always something unfolding in Key West, even if that something is blissfully relaxing. Step beyond our doors to the energy of Mallory Square, wander the colorful lanes of Old Town, or drift up vibrant Duval Street. Retreat to your private balcony, settle into sunlit serenity at our waterfront pool, or surrender to restoration at SpaTerre—just steps away, yet worlds apart.
Activities
Key West Activities & Attractions
From jet skiing and sun-soaked beaches to gallery hopping and historic sites, there are endless ways to play during your stay. Explore the best things to do in Key West.
Amenities
Just Add Sunshine
Oceanfront pool time, a little boutique browsing and blissful spa escape, all without leaving the resort.
Calendar of Events
Key West is abuzz year-round with lively festivals and celebrations. Keep a close eye on our calendar so you don’t miss a moment of the fun.
Jul20Live at Sunset Pier - The 4 Amigos
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: Mondays | July 6, 2026 - July 27, 2026
Time: 7:00 pm - 9:00 pm
Location: Sunset Pier
Jul21Double Dip Snorkel Trip
Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more.
Date: May 12, 2026 - July 31, 2026
Time: Tuesday's, 2:00 pm – 5:00 pm
Location: Off-Site (Catamaran / Key West reef)
Jul21Live at Sunset Pier - Reggae Lou & The Kind Buds
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: July 16, 21, 23, 28, 30, 2026
Time: 7:00 pm - 9:00 pm
Location: Sunset Pier
Jul22Zero Duval Scavenger Hunt
Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval.
Date: May 13, 2026 - July 31, 2026
Time: Wednesday's, 10:00 am – 12:00 pm
Location: Old Town Key West (starts at Zero Duval)
Jul22Muddle & Mingle
We invite locals and resort guests to a spirited midday escape, blending cocktail craft, island flavor and Sweet Bird flair.
Date: July 6, 2026 - August 30, 2026
Time: 12:00 PM
Location: Sweet Bird Bar
Jul22Live at Sunset Pier – Jerico Rockability Quartet
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: Wednesdays & Fridays | July 1 - 31, 2026
Time: 7:00 pm - 9:00 pm
Location: Sunset Pier
Jul23SpaTerre VOYA Treatments
Relax and rejuvenate the natural way! VOYA Organic Seaweed Treatments.
Date: May 14, 2026 - July 31, 2026
Time: Thursday's, All day (by appointment)
Location: SpaTerre
Jul23SpaTerre VOYA Treatments
Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation
Date: May 12, 2026 - July 31, 2026
Time: Tuesday's, All day (by appointment)
Location: SpaTerre
Jul23Hemingway Days
Fans of Ernest Hemingway’s literary greatness and vigorous life – including scores of bearded Hemingway look-alikes
Date: July 23 - 27, 2026
Time: Varies by event
Location: Key West (Sloppy Joe's Bar, 201 Duval St., and other venues)
Jul23Haunted Tours
Explore the SPOOKY side of Key West with a haunted historical tour.
Date: May 14, 2026 - July 31, 2026
Time: Thursday evenings (varies by operator)
Location: Off-Site (Key West – walking or trolley tour)
Exclusive Guest Experiences
Only at Ocean Key
Experience the best of Key West through our exclusive programming. We’ve curated every detail to ensure you make the most of your vacation.