Top-Rated Key West Private Boat Charters & Jet Ski Rentals—
Departing from The Perry Hotel & Hurricane Hole Marina
About your Six Fins PRIVATE Charter
Our Story
Our Location
Our Story
Six Fins Charter delivers premium private boat charters in Key West, offering unforgettable sandbar trips, snorkeling adventures, dolphin cruises, and custom island experiences.
Owner David McFadden’s connection to the ocean runs in his blood, inspired in part by his birth father—an avid sailor and Navy veteran who solo-crossed the Atlanti
Six Fins Charter delivers premium private boat charters in Key West, offering unforgettable sandbar trips, snorkeling adventures, dolphin cruises, and custom island experiences.
Owner David McFadden’s connection to the ocean runs in his blood, inspired in part by his birth father—an avid sailor and Navy veteran who solo-crossed the Atlantic Ocean and earned top honors in the 2013 Key West Conch Blowing Contest. That spirit of adventure, independence, and island tradition lives at the heart of Six Fins.
David’s own love for Key West began at the University of Miami in 1975 and deepened when he docked his first boat there in 2023. After a distinguished period of public service, including serving as Mayor of Tuxedo Park, NY, and leading Consulting For Architects, Inc., he combined decades of leadership and maritime passion to build a charter company focused on luxury, safety, and authentic local experiences.
Today, Six Fins is one of the top-rated private boat charter companies in Key West, known for small-group, customizable trips led by USCG-certified captains on a premier luxury vessel. From hidden sandbars and vibrant snorkeling reefs to private sunset cruises and bachelorette party adventures, every trip is tailored to create unforgettable moments on the water.
Departing from the Perry Hotel & Marina, Six Fins Charter is your top choice for:
- Private Key West boat charters
- Key West sandbar tours
- Snorkeling trips & dolphin tours
- Custom celebrations, family outings & corporate events
For the ultimate Key West charter experience, book with Six Fins Charter—the trusted name for luxury, safety, and authentic Key West adventure.
Our Boat
Our Location
Our Story
Discover the Jeanneau NC 895, a 30-foot power cabin cruiser, for the ultimate Key West charter boat adventure. Experience luxury on the water with this well-appointed vessel, boasting ample power and remarkable spaciousness. Enjoy a delightful private boat charter experience for up to eight guests. We invite you to explore the Keys, prom
Discover the Jeanneau NC 895, a 30-foot power cabin cruiser, for the ultimate Key West charter boat adventure. Experience luxury on the water with this well-appointed vessel, boasting ample power and remarkable spaciousness. Enjoy a delightful private boat charter experience for up to eight guests. We invite you to explore the Keys, promising exceptional service, local expertise, and a deep connection to the ocean's beauty. Join us for an unparalleled charter experience.
Our Location
Our Location
Our Location
As my charter guest, you have FREE access to the hotel pools & gym. Nestled within the prestigious Perry Hotel & Marina at 7001 Shrimp Rd, Key West, FL 33040, you'll find our luxury boat, a Jeanneau, and jet skis, Yamaha Waverunners. Our team of seasoned captains and crew ensures every journey is spectacular, whether you're opting for ho
As my charter guest, you have FREE access to the hotel pools & gym. Nestled within the prestigious Perry Hotel & Marina at 7001 Shrimp Rd, Key West, FL 33040, you'll find our luxury boat, a Jeanneau, and jet skis, Yamaha Waverunners. Our team of seasoned captains and crew ensures every journey is spectacular, whether you're opting for hourly, half-day, full-day, or custom cruises and tours. Our commitment to quality and luxury guarantees an unforgettable adventure on the beautiful waters of the Florida Keys.
choose your private adventure
Key West Boat Charters
All rates include fuel, a captain's fee, and a USCG and drug-free certified local captain (unless otherwise noted).
Custom Activities Combo Charter
6-hours $1,395, 8-hours $1,795, 10-hours $2,195.
OPEN ITINERARY & CUSTOMIZABLE—Create your dream adventure with our Local Charter Captains in Key West. Whether celebrating a special occasion or simply seeking a personalized experience tailored to your interests, combine our fixed itinerary experiences. The possibilities are endless, from romantic sunsets, harbor trips, snorkeling, sandbar and dolphin cruises, and thrilling backwater eco excursions. Start times are flexible.
Secret Local Sandbar Escape
4-Hours, $1,195
Escape the crowds and discover your private paradise with our Secret Sandbars Charter in Key West—cruise to secluded sandbars and uninhabited islands, where pristine beaches and crystal-clear waters await. Unwind in blissful seclusion as you bask in the sun, explore tide pools teeming with marine life, or indulge in a leisurely picnic amidst breathtaking natural beauty. With our experienced crew catering to your every need, you can relax and enjoy the ultimate beach getaway.
Snorkel trip
4-Hours, $1,195
Dive into an underwater wonderland with our Reef Snorkel Charter in Key West. Explore the vibrant coral reefs with tropical fish, colorful marine life, and fascinating sea creatures. Our expert guides will lead you to the best snorkeling spots, ensuring an unforgettable experience for beginners and seasoned snorkelers. Feel the exhilaration as you glide through the crystal-clear waters, marveling at the kaleidoscope of colors beneath the surface.
Romantic Sunset Cruise
3-Hours, $995
Embark on an unforgettable journey as the sun dips below the horizon, casting vibrant hues across the endless expanse of the ocean. Our Sunset Cruise is a magical experience where you'll witness nature's masterpiece in the company of loved ones. Glide effortlessly through the tranquil waters aboard our luxurious charter boat, soaking in the breathtaking views and savoring the moment's serenity. Let the gentle sea breeze caress your skin as you toast to another perfect day.
bachelor & bachelor-ette parties
6-hours $1,395, 8-hours $1,595, 10-hours $1,895.
Discover the ultimate wedding experience with Six Fins Charter’s exclusive boat charter services in Key West, FL. Perfect for weddings, rehearsal dinners, bachelor and bachelorette parties, elopements, and sunset champagne cruises, our high-end excursions promise intimate and unforgettable moments on the water. Celebrate your special days amidst the beauty of the ocean. Let us create magical memories for your wedding festivities. Start times are flexible.
Patch Reef Fishing
4-hours $1,395, 6-hours $1,595, 8-hours $1,795.
A private patch reef or flats fishing trip in Key West, ideal for weekend fishing enthusiasts, offers an unforgettable adventure into crystal-clear waters, where the early morning sun hints at the day's potential. Heading to vibrant reefs, anglers find ecosystems teeming with fish like snapper and grouper, offering excitement and significant catches. This trip is all about accessible adventure. It's perfect for families, groups of friends, or solo anglers and non-experts.
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Discover the Marquesas Keys
8-hours $2,070, 10-hours $3,065.
Hemingway's Playground - Ernest's first sportfishing foray was a weekend trip with Charles to the Marquesas, 30 miles offshore, on a boat captained by Bahamian "Bra" Saunders. The possibilities are endless, from romantic sunsets, harbor trips, snorkeling, sandbar and dolphin cruises, and thrilling backwater eco excursions. Start times are flexible.
Historic Harbor Cruise
3-hours, $995
Experience the charm of Key West from a unique perspective with our Harbor Cruise. Set sail from historic seaports and meander through picturesque harbors, where colorful sailboats and historic landmarks line the waterfront. Take in the sights and sounds of this vibrant coastal town as our experienced captain regales you with tales of its storied past. Whether you enjoy a romantic sunset cruise or a leisurely daytime excursion, our Harbor Cruise offers a front-row seat.
National Wildlife Refuge Eco Tour
3-Hours, $995
Embark on a voyage of discovery with our Eco Adventure Charter in Key West. Immerse yourself in the pristine beauty of our marine ecosystem as we explore secluded mangrove forests, vibrant coral reefs, and hidden coves teeming with life. Our knowledgeable guides will enlighten you about the delicate balance of this unique environment, highlighting the importance of conservation and sustainability.
Dolphin Safari
3-Hours, $995
Don't miss this opportunity to create cherished memories and forge a deeper connection with the wonders of the sea. Prepare for a lifetime encounter as we set sail on a Dolphin Charter in Key West—cruise along the shimmering waters, where these majestic creatures playfully dance in their natural habitat. Feel the thrill as pods of dolphins gracefully leap and frolic alongside our boat, providing a spectacle that's as heartwarming as it is exhilarating.
Clothing Optional Charter
6-hours $1,295, 8-hours $1,445, 10-hours $1,670.
Embracing freedom: clothing-optional private charters: The Florida Keys and Key West are renowned for their natural beauty, vibrant culture, and adventurous spirit. Our clothing-optional charters are designed for privacy and exclusivity. Whether celebrating a special occasion, looking for a unique adventure, or simply wanting to unwind, our yacht gives you the space and freedom to enjoy the experience on your terms. Start times are flexible.
Tiki Bar Crawl by Water
4-Hours, $1,295 - Lunch & Dinner Trips
Embark on a culinary journey through Key West's vibrant food and tiki bar scene with our Bar & Food Crawl Charter. Indulge your senses as we take you to the hottest culinary destinations and hidden gems, where you'll sample mouthwatering dishes and creative cocktails inspired by the island's rich culinary heritage. Each stop offers a tantalizing taste of Key West's diverse culinary landscape, from fresh seafood delights to exotic tropical flavors.
Travel the Florida Keys from Key West
Starting at $4,500 - 2-to7 Days. Up to 4 Persons. Fuel Surcharge.
Join us for an unforgettable journey through the stunning Florida Keys, starting from vibrant Key West aboard the Jeanneau NC 895 Weekender. Experience a unique blend of adventure and relaxation as you explore the archipelago chain. Discover hidden treasures, historic wrecks, serene mangroves, and pristine sandbars, all with natural beauty and biodiversity. Visit iconic destinations and return to the marina nightly to enjoy all Key West offers.
Stay at the Perry Hotel & Marina in Key West
$495 per night plus tax. Up to 4 Persons
Vacation on a Boat in Key West! At The Perry Hotel & Marina, your boat stay combines the best of both worlds: the tranquility of the sea and the luxury of a world-class hotel. Experience the ultimate nautical luxury by staying on our 30' Jeanneau Weekender 895. Imagine waking up to the gentle sound of waves and enjoying stunning sunrises from the deck of your private vessel. Daily Charters are available from Six Fins Charter at an additional discounted cost.
Temporary Location Update — Six Fins Jet Ski Rental
Six Fins Jet Ski Rental will continue operating from The Perry Hotel & Marina through November 4, then temporarily relocate to Hurricane Hole Marina starting November 5 while we prepare for the arrival of our new jet ski fleet.
From November 5 through mid-December, all tours — including our 2-Hour Guided Island Loop, 90-Minute Scenic Tour, and 1-Hour Freestyle Ride — will depart from:
📍 Hurricane Hole Marina
5130 Overseas Hwy #1, Key West, FL 33040