Docked in the luxurious Perry Marina, our fleet of sailing and motor yachts offers something for everyone. Whether you want a peaceful night aboard or a full day on the water, we have a boat for you.
Perfect for Every Occasion!
Make your special day unforgettable on the water with SEA STAYS & CHARTERS KW! Our boats are perfect for birthdays, anniversaries, bachelor, bachelorette, engagements, small weddings, family reunions, corporate outings, family celebrations, and special gatherings of all kinds.
Whether you're planning an intimate celebration or a fun day with your friends, enjoy cruising the beautiful waters of Key West, relaxing with your guests, exploring scenic locations, swimming, enjoying sandbars, and creating memories together.
Celebrate your special moments on the water with us — because the best memories are made at sea!
Purpus
Bali 4.1 Catamaran
About the Vessel
Purpus is a modern, spacious yacht—perfect for families or groups looking to relax, explore, and soak up the Key West sun.
Your Private Key West Oasis
Sleeps: Up to 8 guests
Day Charter: Up to 12 guests
Staterooms: 4
Heads (Bathrooms): 4
Available for: Overnight Stays | Day Charters | Multi-Day Charters and special occasions
Spacious outdoor lounging areas – Perfect for sunbathing or sunset cocktails
Flybridge with panoramic views – A favorite for sightseeing or relaxing under the sun
Indoor salon with A/C – Comfortable and cool retreat with ample seating
Fully equipped galley (kitchen) – Great for onboard meals or chef-prepared dining
Bluetooth sound system – Set the vibe throughout the boat
Water toys included – Paddleboards, snorkel gear, or a floating mat
WiFi available – Stay connected if you need to
Swim platform – Easy water access for swimming or snorkeling
Crewed charter – Captain and crew to handle everything
Normandee
40ft Beneteau Sailboat
About The Vessel Comfortable, family-friendly, and well-equipped for both laid-back overnights and smooth sailing excursions.
Family-Friendly Comfort and Seamless Sailing
Sleeps: Up to 6 guests
Day Charter: Up to 8 guests
Staterooms: 3
Heads (Bathrooms): 2
Available for: Overnight Stays | Day Charters | Multi-Day Charters and special occasions
Elegant and spacious interior – Spacious salon and dining area for relaxation
Fully equipped galley (kitchen) – Ideal for onboard meals or snacks
Great for family or small group charters – Perfect balance of space and intimacy
Great cockpit for outdoor relaxation – Ideal for sailing, dining, or sunbathing
Sailing performance – Designed for easy handling and comfort under sail
Ample storage space – Room for personal items and gear
Sound system – Set the perfect mood as you cruise
Teak wood finishes – Adds a touch of classic elegance
Air conditioning – Comfortable sailing in any weather
Crewed charter – Relax while the crew handles everything
Sandy Cheeks
Taho 550— Your Perfect Day on the Water for Any Occasion
Get ready to cruise the Florida Keys in style aboard our sleek and spacious Taho 550 Sport – the ultimate boat for unforgettable sandbar adventures, scenic day trips, and breathtaking sunset cruises. Designed for comfort and fun, this sporty vessel comfortably accommodates up to 8 guests, making it perfect for families, friends, or small groups looking to celebrate or simply unwind.
Whether you're planning a birthday bash, bachelorette/bachelor party, anniversary escape, or just a sun-soaked day on the water, this boat delivers with plush seating, Bluetooth sound system, and plenty of space to relax or dance under the sun. Dive into the crystal-clear waters of Key West.
Experience the backcountry of Key West
Day Charters: Up to 6 guests
Perfect For:
Sandbar hopping & shallow-water lounging
Snorkeling at nearby reefs
Dolphin watching in the backcountry
Scenic day trips & island stops
Private sunset cruises
Celebrations: birthdays, anniversaries, bachelorette/bachelor parties & more!
Features:
Comfortable cushioned seating
Swim ladder for easy water access
Bluetooth stereo system
Bimini top for shade
Cooler for drinks/snacks
Ample dry storage for bags & gear
Nauti Dog
Fountaine Pajot - Lucia 40
Experience unforgettable moments on the water aboard the Fountaine Pajot Lucia 40, a modern sailing catamaran designed for comfort, stability, and performance. Perfect for day charters, this spacious catamaran is an excellent choice for families, couples, and groups of up to 12 guests.
Comfort & Elegance at Sea
Day Charter: Up to 12 guests
Heads (Bathrooms): 2
Available for: Day Charters and special occasions
Spacious outdoor lounging areas – Perfect for sunbathing or sunset cocktails
Flybridge with panoramic views – A favorite for sightseeing or relaxing under the sun
Fully equipped galley (kitchen) – Great for onboard meals or chef-prepared dining
Bluetooth sound system – Set the vibe throughout the boat
Water toys included – Paddleboards, snorkel gear, or a floating mat
WiFi available – Stay connected if you need to
Swim platform – Easy water access for swimming or snorkeling
Crewed charter – Captain and crew to handle everything
Devine
Fountaine Pajot - Saba 50
About The Vessel
Set sail in style aboard the FP Saba 50, a spacious and elegant sailing catamaran designed for unforgettable cruising in comfort. With its generous living areas, expansive outdoor spaces, and stable catamaran layout, the Saba 50 is ideal for families, couples, and groups looking to explore the water while enjoying the comforts of a private yacht.
Stay or Sail the Coast in Style for Coastal Adventure
Sleeps: Up to 10 guests
Day Charter: Up to 12 guests
Staterooms: 5
Heads (Bathrooms): 3
Available for: Overnight Stays | Day Charters | Multi-Day Charters and special occasions
Spacious outdoor lounging areas – Perfect for sunbathing or sunset cocktails
Flybridge with panoramic views – A favorite for sightseeing or relaxing under the sun
Indoor salon with A/C – Comfortable and cool retreat with ample seating
Fully equipped galley (kitchen) – Great for onboard meals or chef-prepared dining
Bluetooth sound system – Set the vibe throughout the boat
Water toys included – Paddleboards, kayak and floating mat
WiFi available – Stay connected if you need to
Swim platform – Easy water access for swimming or snorkeling
Crewed charter – Captain and crew to handle everything
Chinook
Tayana 55’ Center Cockpit Sailboat
About The Vessel Elegant and roomy with a large entertainment space — perfect for couples or small groups looking to sail or stay in comfort.
Classic Sailing, Elevated Comfort
Sleeps: Up to 4 guests
Day Charter: Up to 12 guests
Staterooms: 2
Heads (Bathrooms): 2
Available for: Overnight Stays | Day Charters | Multi-Day Charters and special occasions
Elegant and spacious interior – Designed for comfort and style
Large entertainment salon – Great for gathering, dining, or relaxing
Center cockpit design – Offers stability and 360° views under sail
Fully equipped galley (kitchen) – Ideal for extended stays or onboard meals
Air conditioning throughout – Stay cool and comfortable
Spacious aft master cabin – Private, quiet, and perfect for couples
Forward guest cabin – Cozy and well-appointed
Bluetooth stereo system – Enjoy music while you sail or unwind
Teak deck and classic lines – A timeless, photogenic sailing experience
Crewed charter – Sit back and let us handle everything
Jeanneau NC 895
30’ Cabin Cruiser
About The Vessel
Enjoy the perfect blend of comfort, performance, and adventure aboard the Jeanneau NC 895, a versatile 30-foot cabin cruiser designed for memorable days on the water. Grate for sandbar day, snorkeling trip, dolphin tour, sunset cruise aboard the with a USCG-licensed captain.
Experience the backcountry in style!
Day Charter: Up to 6 guests
Staterooms: 1
Heads (Bathrooms): 1
Available for: Day Charters and special occasions
Private stateroom – Accommodations with cozy bedding
Air conditioning – Climate-controlled comfort
Covered deck – Great for shaded lounging or sunset
Large panoramic windows providing excellent visibility and natural light
Protected helm station for comfortable operation in different weather conditions
Swimming platform for easy access to the water
Ample storage for day trips and longer outings
Powerful outboard engines for smooth cruising and easy maneuverability
Crewed charter – Sit back and let us handle everything
Jet Ski Tour
Experience Key West from the water on an exciting Jet Ski tour! Cruise along the coastline on a Yamaha WaveRunner, with stops at popular landmarks, scenic spots, and beautiful sandbars along the way. Enjoy time to swim, take photos, explore, and soak up the sun while our experienced guides lead the way.
Choose from 1-hour, 90-minute, or a full 2-hour Key West island loop. Tours are available from two convenient locations: Perry Hotel & Marina or Hurricane Hole.
Perfect for couples, friends, and families looking for an unforgettable Key West water adventure!
🎉 Special Discount
Use code deeski10 when booking and save on your Jet Ski adventure!
