Sunset Pier
Live at Sunset Pier
Featuring: Rolando Rojas
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Rolando Rojas
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
Badfish, A Tribute to Sublime
20 Year Anniversary Tour with the Red Not Chili Peppers! Join us for live entertainment, stunning views and the best in island libations right over the water! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.
SpaTerre
SpaTerre Ultimate Bliss Special
Relax and rejuvenate the natural way!
The Ultimate Bliss, CBD Package
Relax like never before with this package designed to create a state of bliss using quality CBD infused products. First, slough away dead skin cells and uncover a fresh radiant skin using CBD infused Lavender and gray sea salt scrub. Then enjoy a CBD Warm Oil scalp massage while cocooned in our CBD lavender body mask. Finally, sink into total relaxation during a full body massage using CBD infused massage oil.
$295; Add a CBD Ritual Bath for deeper relaxation for $90
Call to reserve your appointment, 305-295-7017.
Sunset Pier
Live at Sunset Pier
Featuring: Kim Jade Fry
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Jerrod & Friends
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
Great American Trainwreck
Americana/Bluegrass/Southern Rock from the PNW – this will be a FREE show for all to enjoy! Live entertainment, stunning views and the best in island libations right over the water! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.
Fantasy Fest
Event Dates 10/22-10/31
The origins of Fantasy Fest date back to 1979 when a group of business owners decided to come up with an event to attract visitors during the slow season. What began as a simple, yet audacious costume parade has since turned into a multi-day event. The festival has since added several events and activities that serve as fundraisers for community groups and non-profit organizations.
Key West Fantasy Fest is going to be lively this year! Charge your creative juices and enjoy some partying, playing and plain old having a great time!
SpaTerre
Signature Spa Specials
Be transformed with a little pampering in paradise! Try our Signature Facial or the Detox Duval Wrap.
Each treatment 50 minutes for $109
Call to reserve your appointment, 305-295-7017. Learn More
SpaTerre
Swedish Massage Special
Unwind with this gentle, relaxing massage that improves circulation and vitality. This massage uses our lightest touch.
50 minutes for $109 (for a limited time only!)
Call to reserve your appointment, 305-295-7017. Learn More
Sunset Pier
Live at Sunset Pier
Featuring: Rick Fusco
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Claire Finley
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
That Arena Rock Show
That Arena Rock Show is the ultimate high energy tribute to “Classic” Rock N’ Roll. Performing legendary rock anthems that ruled the airwaves in the 70s and 80s. Including artists like: Led Zeppelin, Aerosmith, AC/DC, Bon Jovi, and Guns N Roses to name a few. This show will take you on a trip back in time, turning every sized venue into an arena for a night, and this Key West show is FREE for all guests of the Sunset Pier to enjoy. Get your lighters out and your fist in the air. This rock show is more than just music – it’s an experience! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.
Sunset Pier
Live at Sunset Pier
Featuring: The Frito Lays
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: The Robert Albury Band
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
Live at Sunset Pier
Featuring: Rolando Rojas
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Rolando Rojas
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
Live at Sunset Pier
Featuring: Ross Brown
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Ross Brown
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
SpaTerre
SpaTerre Body Scrub Special
Relax and rejuvenate the natural way!
Peaceful Glow CBD Body Scrub
French Gray Sea Salt combined with CBD infused Grapeseed oil exfoliates and nourishes skin during this relaxing body scrub.
50 minutes $170; Add a CBD Ritual Bath for deeper relaxation for $90
Call to reserve your appointment, 305-295-7017.
Sunset Pier
Live at Sunset Pier
Featuring: Kim Jade Fry
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Jerrod & Friends
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
Live at Sunset Pier
Featuring: Marjory Lee
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: Sharese
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
SpaTerre
Signature Spa Specials
Be transformed with a little pampering in paradise! Try our Signature Facial or the Detox Duval Wrap.
Each treatment 50 minutes for $109
Call to reserve your appointment, 305-295-7017. Learn More
SpaTerre
Swedish Massage Special
Unwind with this gentle, relaxing massage that improves circulation and vitality. This massage uses our lightest touch.
50 minutes for $109 (for a limited time only!)
Call to reserve your appointment, 305-295-7017. Learn More
Sunset Pier
Live at Sunset Pier
Featuring: Rick Fusco
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
20th Annual Living Art Expo
A showcase of the human form as a living canvas. Contestant entries are open to Female, Male or Group models competing for the title of Best Overall Living Art of Fantasy Fest 2021 and $3000 in cash and prizes. Best Overall wins $1000 in cash.
VIP will include back stage access with the models, 3-hour open bar, and a pasta station dinner.
Tickets are $95 or $150 for table seating (sold in pairs).
For entry information contact the Sunset Pier 305-295-7047 or dining@oceankey.com.
Sunset Pier
SSP Girls Rock
Our fantastic female musicians all together on one stage for a special concert performance. #sspgirlsrock 🤘 This will be a FREE show for all to enjoy! Live entertainment, stunning views and the best in island libations right over the water! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.
Sunset Pier
Live at Sunset Pier
Featuring: The Frito Lays
Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.
Sunset Pier
Live at Sunset Pier
Featuring: The Robert Albury Band
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Parrot Heads, Annual Meeting of the Minds
Event Dates 11/3-11/7
Get your own little taste of Margaritaville by migrating to Key West along with the rest of the Parrot Heads. Parrot Head chapters from all over the world flock to Key West for an annual Meeting of The Minds, a four-day convention that celebrates friendship, charitable “partying with a purpose” and Jimmy Buffet’s music. The Parrot Head convention annually attracts about 3,500 attendees on the week following Fantasy Fest and is regarded as one of the best things to do in Key West around the beginning of November.
SpaTerre
SpaTerre Mani/Pedi Special
Ultimate CBD Mani/Pedi Experience
- Calms Anxiety
- Relieves Pain & Inflammation
- Deep Relaxation
- Super Hydrating
Call to reserve your appointment, 305-295-7017.
Sunset Pier
Live at Sunset Pier
Featuring: Trop Rock Junkies
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Race World Offshore Championships
Event Dates 11/7-11/14
Experience the most powerful of water activities in Key West with the Race World Offshore World Championships. Watch as the world’s biggest and fastest boats attain speeds of up to 180 mph over the six-mile course on the Gulf side of the island. Over the course of the season, from May to November, teams from all around the world compete in National Series Points races which eventually determine the overall winner. Most of the Super Boat racers are out on the water in a different locale every weekend. Take a shore side seat for this exciting watersport action.
Sunset Pier
Live at Sunset Pier
Featuring: The Wheeland Brothers
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Sunset Pier
Live at Sunset Pier
Featuring: The Wheeland Brothers
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
RokIsland Fest
Event Dates 1/14-1/17
The inaugural RokIsland Fest, where the world’s greatest rock bands will descend upon our island paradise for a 4-day music festival. Events will take place at the Truman Waterfront Park Amphitheater, a beautifully designed facility on the Gulf waters of Key West, as well as at the Sunset Pier. Tickets are on sale now and going fast. Get ready to pack your bags for an epic week of ROCK!
Half Marathon & 5K
The annual Key West Half Marathon & 5K Run is recognized by Runners World magazine as one of the 10 great half-marathons of the winter season. This competitive race follows a 13.1-mile course through Old Town Key West past historic landmarks and the island’s scenic waterfront.
If you’re planning on joining the half-marathon or 5k run, make Ocean Key Resort & Spa your home base. You’ll be able to relax before and after the race, in true Keys style. Be sure to book a massage after the race, to soothe your tired muscles!
Mile 0 Fest
Event Dates 1/25-1/29
Mile 0 Fest is a boutique destination festival. Called by attendees the ‘the friendliest and best fest’ out there. Bringing the best of “Red Dirt & Americana Music” to Paradise every year. Join us at venues around the island including the Sunset Pier!
The Key West Songwriters Festival
Event Dates 5/4-5/8
The Key West Songwriters Festival is the largest festival of its kind in the world. Celebrating its 26th year. The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs. Join us at many venues around the island including the Sunset Pier!