320 Simonton Street
Key West, Florida 33040
Local: 305-294-6386
Tollfree: 800-944-2687
e-mail simontoncourt@aol.com

Events & Special Occasions

  • Simonton Court has all the ingredients for a magical Key West wedding. Like a home away from home, our secluded property offers privacy and relaxation for your wedding party, all just steps away from Key West attractions. We work closely with Key West’s premier wedding planners and caterers to seamlessly integrate our location with your wedding’s style and plan. Our lush gardens are a beautiful ceremony setting, and our variety of rooms, suites, and cottages provides every accommodation your party may need.
  • Famous for its lively downtown scene and great year-round weather, Key West is a top destination for Bachelor and Bachelorette celebrations. Many of the party venues on Duval Street have special deals available for your group’s unforgettable night, and we are located just one block from the heart of the action. Simonton Court’s accommodations make an affordable choice for group travelers, as many of our cottages fit up to four people very comfortably. Our concierge services are top-notch, and there’s no easier way to plan your group’s island outings than letting us recommend, assist in planning, and make reservations for you.
Honeymoon/Romantic Getaway
  • Simonton Court is an ideal home base from which to experience the magic that Key West has to offer the traveling couple. We are located in the heart of old town, blocks from exquisite dining, shopping and attractions, yet you’d never know it from inside our gates. Our lush gardens are intimate and elegant, creating the perfect tropical escape. Many of our rooms and suites have private balconies perfect for soaking in the sun and sharing time your loved one. Choose a room with a private Jacuzzi for an extra treat! We work closely with Key West’s various event planners, and can help you seamlessly pull off surprises like a bed of flower petals, in-room massages, or an intimate catered dinner for two on the beach. Anything is possible at Simonton Court.
New Years Eve
  • Celebrate the New Year island style! Enjoy balmy weather, fantastic events, and your choice of three separate countdowns, each with their own unique style. You can join CNN on Duval at the Bourbon Street Pub for the drag queen Sushi’s drop in her famous red high-heeled shoe, enjoy the historic Conch Shell Countdown at Sloppy Joe’s, or party with your mates at Schooner Wharf as a Pirate Wench is lowered from the tall mast of a historic sailing vessel. Key West’s New Years is truly one-of-a-kind, and at midnight the fireworks light up the Southernmost City. Simonton Court is a short walk from each celebration, so no cab rides are necessary when you stay with us for New Years!
Fantasy Fest
  • Join us for Key West’s most famous party, taking place during the last week of October each year. Themed parties and parades mark the days leading up to the Captain Morgan Fantasy Fest Parade down Duval Street, an all-out Carnivale style procession of themed floats, costumed dancers, and dressed-up revelers. Come live out your fantasies Key West style.
Christmas Season
  • Simonton Court is the perfect setting for your holiday getaway…private, serene, artfully decorated for the season, and just blocks from all the lights and glitter of Key West at Christmas time. We are a short walk from the City’s Holiday Parade down Duval Street and the Historic Harbor’s “Bight Before Christmas” Celebration. You can also choose to see Santa on the Beach or enjoy a Holiday Lights and Caroling Tour on the Conch Train. Simonton Court offers a wide range of room options to accommodate any number of people gathered for your island holiday celebration.