From $1,4004160 Regal Commodore
Step aboard the 4160 Regal Commodore and discover what it truly means to cruise in comfort and class.
Groups up to 134 Hours6 Hours8 Hours
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St. Petersburg · Florida Gulf Coast
Some of life's best moments happen on the water.
We craft more than cruises. Well Played Charters blends luxury, flexibility, and adventure along Florida's beautiful Gulf Coast, with every detail personalized to your day.
- 5.0 ★★★★★ on Google
- USCG-licensed captain & crew
- Private groups up to 13
- Departing St. Petersburg, FL
Gallery
Some of life's best moments happen on the water.
01Our Destinations
Discover Florida's hidden gems.
01
Pass-A-Grille
A charming, historic beach town with old Florida flair and wide, quiet beaches.
Explore
02
Shell Key Preserve
Ideal for swimming, shelling, and spotting seabirds and dolphins in protected waters.
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03
Skyway Bridge
A picture-perfect highlight of any charter: the iconic Skyway Bridge is ideal for a glamorous sunset cruise.
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04
Egmont Key
Egmont Key combines rich Civil War-era history with crystal-clear water and quiet beaches.
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05
John's Pass
A vibrant destination with shops, restaurants, and waterfront entertainment.
ExploreHover to explore · tap any destination for details
02How It Works
Booking your day on the water is effortless.
01
Choose your charter
Select your yacht, occasion, and hours: two luxury vessels and six charter types to set the tone for the day.
02
Personalize every detail
Share your route, timing, and preferences. From onboard ambiance to the perfect sunset window, we tailor it around you.
03
Step aboard & set sail
Arrive and unwind. Your licensed captain and crew handle the rest while you enjoy the Gulf Coast in style.
03Our Services
Your perfect day on the water, curated.
- 01Learn More →
Bachelor & Bachelorette
Celebrate with style, energy, and stunning views aboard your private yacht: a high-energy party with music and drinks, or a laid-back cruise with your inner circle.
- 02Learn More →
Private Wedding Charters
Exchange vows with the sea breeze in your hair and a golden sunset as your backdrop.
- 03Learn More →
Corporate & Private Events
Host a meeting, retreat, or celebration that is anything but ordinary, a sophisticated setting for networking, team-building, or rewarding your team.
- 04Learn More →
Family Vacation Charters
Spend quality time aboard a luxury yacht built for comfort and connection with your favorite people.
- 05Learn More →
Sunset & Special Events
Toast to life's milestones, or simply celebrate the moment as the sun melts into the horizon.
- 06Learn More →
Private Luxury Cruises
Indulge in an effortless escape on the water, where every wave invites relaxation.
04Our Featured Boats
Explore our featured luxury fleet.
From $1,400
From $1,400410 Sea Ray Sundancer
Step aboard the 410 Sea Ray Sundancer, the newest gem in the Well Played Charters fleet.
Groups up to 134 Hours6 Hours8 Hours
Reserve this yacht →Loved by guests
Rated 5.0 across the board.
Our guests consistently rate Well Played Charters five stars on Google, Facebook, and Yelp. See why they keep coming back to the water.
5.0 ★★★★★ on Yelp
“John and Baird were amazing captains for my bachelorette boat day! They made sure our group got exactly the experience we wanted and we had an amazing time at John’s Pass.”
“What an incredible way to start the year! Today we enjoyed a beautiful boat tour with Captain Nando, who made the entire experience smooth, fun, and unforgettable.”
“Pam’s attention to providing us with an exemplary experience, was truly above and beyond. It’s no surprise their customers leave five star reviews.”
“Had the best bachelorette ever onboard Well Played Charters! We did a 3 hour sunset charter and their crew was so much fun and attentive.”
“From the moment I started to text with Pamela to the perfect day with the captain and crew, everything was so easy and we were made to feel like family.”
“Well played ....well played. Awesome time for my 50th birthday. Pam, Nando and Baird where absolutely great host. Everyone loved seeing the dolphins when we were out.”
05The Well Played Difference
Welcome aboard. Every charter, an unforgettable experience.
When you board, you'll experience world-class hospitality, modern amenities, and unparalleled freedom. We specialize in private yacht charters along Florida's beautiful Gulf Coast, tailored around your occasion, preferences, and pace.
01
Fully Private, Crew-Operated
Enjoy peace of mind with a licensed captain and professional crew handling every detail on the water.
02
Curated Itineraries
From exciting excursions to peaceful getaways, every charter is tailored to the day you have in mind.
03
Stylish, Spacious Yachts
Our fleet features modern, well-appointed yachts designed with luxury and comfort in mind.
04
Tailored for Every Occasion
Each charter is crafted to suit your special event, your group, and your pace.
Service area
Sailing the Tampa Bay & Gulf Coast.
Based in St. Petersburg, we serve the greater Tampa Bay and Gulf Coast, from the beaches to the bay's protected islands.
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Luxury yachts in the fleet
Set sail in style
Your horizon is waiting.
From route planning to onboard ambiance, every charter is tailored just for you. Tell us about your occasion and we'll craft the rest.