Our privileged spot on the marina makes us a prime launching pad for water activities and excursions, and our concierge knows all the best spots. We’ll take care of the planning so you can focus on the more important stuff — like your vacation.
Adventures on Land & Sea
Our onsite concierge, Johnny Vance, really is the best in the biz. Johnny knows how to plan a Key West adventure. Backcountry fishing? You got it. Private charter? On it. Dolphin watching, plus a sunset sail? Say no more. Johnny will coordinate it all and have you back in time for happy hour.
Sunset Sail
Step aboard a rare 1939 schooner docked at The Perry for part of the year, and experience a sunset sail unlike anything else in the Keys. With classic lines, billowing sails, and a rich maritime history, this intimate cruise offers a timeless way to take in the water at golden hour.
This is more than a boat ride; it’s a chance to sail back in time aboard one of the most remarkable vessels in our marina.
Key West Activities & Excursions
Golf Cart Rentals
Explore Key West’s charm by renting a golf cart. Cruise vibrant streets, enjoy fresh seafood, and witness stunning sunsets at Mallory Square. With various cart options, from sporty four-seaters to family-friendly six-person models, it’s the quintessential Key West experience. Embrace the island vibes and ditch taxis for a leisurely, sun-soaked adventure.
Cooking and Cocktail Classes
Step into the Key West Cooking School, where history, culture, and cuisine come together in a lively and immersive culinary experience. Our expert chefs will guide you through the preparation of authentic Conch Cuisine, inspired by generations of Key West traditions. Or join us for a cocktail class and discover the art of crafting exquisite cocktails in our hands-on masterclass.
Massage
Treat yourself to a massage, couples massage, and even a spa party with the girls! Our partners provide spa services that can be enjoyed in the privacy of your room, on the balcony with water views, or outside by the pool.
Trivia Night
Join us at Matt’s every Wednesday for a fun-filled night of trivia! Trivia starts at 6:30pm and the top three teams win prizes.
Kayaking
Enjoy a guided kayak tour day or night! With standard kayak tours available during the day, and glass bottom kayak tours at night, you can explore marine life, and learn along the way. The night tour is a must-do.
Jet Skis
Explore Key West as you journey around the island, soak up the sun, spot marine life, and view the island’s most popular attractions from the water.
Group Charters
Is your group looking for a great “on water” activity? Take your Key West adventure up a notch with a charter customized for your group.
Fishing Excursions
Join us for some of the best fishing in the Keys! Choose from backcountry, near shore or offshore excursions.
Sunset Sailing
Embrace the tranquility of the water and the dawn of a new day with a sunrise sail, or close the night on a romantic sunset voyage. With our dockside location, you’ll head straight from your room to the sea.
Luxury Charters
Perfect for cruising to the Caribbean, Dry Tortugas, or Boca Grande Key, these on-site private charters provide the ideal sea escape for families and friends. Reserve for hourly, daily, or longer-term adventures!
Glass-Bottom Boats
Join us on the only private charter Glass Bottom Boat in the Florida Keys. Enjoy our morning “shared group” excursion or the private charter boat for friends and family.
Dolphin Watching
Snorkel the coral heads and sponge gardens of the gulfside National Wildlife Reserve. Includes a visit to a dolphin estuary for up-close watching.
Sandbar Trips
Gather up your favorite beverages for a 3-hour journey to the sandy beaches off-shore with wildlife sightings and pristine beaches.
Explore Key West’s charm by renting a golf cart. Cruise vibrant streets, enjoy fresh seafood, and witness stunning sunsets at Mallory Square. With various cart options, from sporty four-seaters to family-friendly six-person models, it’s the quintessential Key West experience. Embrace the island vibes and ditch taxis for a leisurely, sun-soaked adventure.
Step into the Key West Cooking School, where history, culture, and cuisine come together in a lively and immersive culinary experience. Our expert chefs will guide you through the preparation of authentic Conch Cuisine, inspired by generations of Key West traditions. Or join us for a cocktail class and discover the art of crafting exquisite cocktails in our hands-on masterclass.
Treat yourself to a massage, couples massage, and even a spa party with the girls! Our partners provide spa services that can be enjoyed in the privacy of your room, on the balcony with water views, or outside by the pool.
Join us at Matt’s every Wednesday for a fun-filled night of trivia! Trivia starts at 6:30pm and the top three teams win prizes.
Enjoy a guided kayak tour day or night! With standard kayak tours available during the day, and glass bottom kayak tours at night, you can explore marine life, and learn along the way. The night tour is a must-do.
Explore Key West as you journey around the island, soak up the sun, spot marine life, and view the island’s most popular attractions from the water.
Is your group looking for a great “on water” activity? Take your Key West adventure up a notch with a charter customized for your group.
Join us for some of the best fishing in the Keys! Choose from backcountry, near shore or offshore excursions.
Embrace the tranquility of the water and the dawn of a new day with a sunrise sail, or close the night on a romantic sunset voyage. With our dockside location, you’ll head straight from your room to the sea.
Perfect for cruising to the Caribbean, Dry Tortugas, or Boca Grande Key, these on-site private charters provide the ideal sea escape for families and friends. Reserve for hourly, daily, or longer-term adventures!
Join us on the only private charter Glass Bottom Boat in the Florida Keys. Enjoy our morning “shared group” excursion or the private charter boat for friends and family.
Snorkel the coral heads and sponge gardens of the gulfside National Wildlife Reserve. Includes a visit to a dolphin estuary for up-close watching.
Gather up your favorite beverages for a 3-hour journey to the sandy beaches off-shore with wildlife sightings and pristine beaches.