Resort Happenings & Activities
Casa Marina Activities Every Weekend

Nestled on Key West’s largest private beach, our historic oceanfront resort offers a variety of curated activities and events for every guest.

Live Music at Dorada

Live Entertainment Nightly | 6pm to 9pm
Soak up the vibrant sounds of live music as you sip cocktails by the beach. Our weekly performers set the tone for laid-back luxury with an eclectic mix of tunes, perfect for unwinding after a day of exploring.

Family-Friendly Activities

There is always something happening at Casa Marina. Enjoy a rotating three-day lineup of complimentary poolside activities, beach games, creative experiences, music, and family-friendly fun throughout your stay.

Our recreation programming follows a rotating three-day schedule. Explore each showcase below for the current lineup of activities, locations, and times.

Family Pool Showcase
Make a splash with a day centered around the Family Pool. Activities may include pool basketball, axe throwing, beach ball games, shell painting, giant pool dice, music, and more.
View Family Pool Schedule →

Adult Pool Showcase
Settle into island time with activities and entertainment around the Adult Pool. Enjoy a rotating lineup that may include classic rock and yacht rock music hours, snow cones, drink samples, sunglass cleaning, crafts, a bubble show, and more.
View Adult Pool Schedule →

Beach Showcase
Head to the sand for a day of beachfront fun. Activities may include treasure hunts, beach volleyball, watercolor painting, beach parties, beach soccer, music, and more along Casa Marina’s private beach.
View Beach Schedule →

Oceanfront Dining Experiences

Start your day with ocean views & breakfast at Flagler’s Restaurant, savor Baja-Med inspired cuisine at Dorada or enjoy craft cocktails at The Canary Room. Looking to explore the island? Visit Four Marlins Oceanfront Dining at our sister resort, The Reach, just a short walk from Casa Marina. Whether you’re craving fresh seafood, light bites, or a refreshing drink, our dining options are designed to delight.

Cabanas & Daybeds

Elevate your day in paradise with a private Cabana or plush Daybed rental. Whether you’re looking to lounge by our lively Family Pool or enjoy a serene escape at our Adults-Only Pool, we have the perfect spot waiting for you. Each rental includes cozy seating, shade, and personalized service — plus everything you need for a luxurious day under the Key West sun. Make your beach or pool day unforgettable with a fully stocked Cabana or a premium Daybed experience.

Watersports Action

Don’t miss the chance to explore Key West’s crystal-clear waters with our curated watersport experiences from Sunset Watersports, including sandbar trips, dinner cruises, sunset sails, fishing, paddleboarding, snorkeling, and jet skiing.

Spa Serenity

Pamper yourself with rejuvenating treatments at our onsite Spa al Mare. From relaxing massages to invigorating facials, it’s the perfect way to recharge and embrace the weekend spirit.