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Online Booking
Choose Your Adventure
These are our most popular sails available for online booking. Don’t see what you want? Please contact us with any special requests. Prices shown are starting rates per private charter, not per person. Rates vary by date.
Just Ask
Questions? Special Requests? Please don’t hesitate to ask. We specialize in Sailboat Photoshoots, Sailboat Proposals, and Onboard Weddings. We will do whatever we can to accommodate any special occasion or custom departure time. Please Call, Text, or Email.
AVAILABLE YACHTS
MONOHULL (CLASSIC) SAILING YACHTS
Satori - 44' - Classic Vintage Morgan 44 CC
Timeless, elegant, and unmistakably iconic, Satori is our flagship sailing yacht and the most photographed vessel in our fleet. This beautifully maintained 1989 Morgan 44 Center Cockpit blends classic lines, rich teak, and refined comfort—making her the top choice for proposals, engagements, and unforgettable photo experiences on Tampa Bay.
- Private charter for up to 6 guests (USCG limit)
- Classic center-cockpit monohull with a smooth, confident ride
- Three distinct onboard spaces for privacy, flow, and comfort
- Beautifully maintained natural teak throughout
Favorite platform for proposals, photoshoots, and special moments - Clean restroom (marine head) and full USCG safety gear
When the moment matters, Satori delivers timeless beauty and effortless romance on the water.
Wind Therapy — 2019 Leopard 45' Catamaran
Modern, ultra-stable, and spacious, Wind Therapy delivers a smooth, VIP sail on Tampa Bay—perfect for sunsets, celebrations, and laid-back lounging.
Private charter for up to 6 guests (USCG limit)
Rock-steady catamaran ride with minimal heel = super comfortable
Multiple hangout zones: shaded aft cockpit, bright salon, forward lounge, and bow trampolines
Easy boarding via wide swim steps
Bluetooth sound system for your playlists
Clean restroom (marine head) and full USCG safety gear
PROPOSAL, PHOTOSHOOT AND EVENT PACKAGES
Marry Me at Sea — Your Proposal, Made Easy
Bring the ring and the person you love. We’ll help take care of the rest.
Planning a proposal shouldn’t mean juggling a boat booking, finding a photographer, and figuring out how to pull off the surprise. Our Marry Me at Sea experience brings it all together in one easy booking:
• A two-hour private sail aboard Satori
• Professional proposal photography
• A surprise “Will You Marry Me?” banner reveal
• A champagne picnic for two
• Help planning the timing and coordinating the surprise
We’ll walk you through the plan before your sail, keep the photographer’s role under wraps, and give you the cue when it’s time to propose. You don’t need to have every detail figured out—that’s what we’re here for.
Once you’re aboard, focus on your person. We’ll handle the behind-the-scenes details so you can enjoy the moment and celebrate together afterward.
One booking. The sail and proposal package are included. No separate vendors to coordinate.
Morning Photoshoot Sails
Beautiful morning light, open-water views, and a classic sailboat make a memorable setting for engagement photos, portraits, or simply capturing time together.
Choose a one-hour sail for a quick photo session or our two-hour extended option for a more relaxed pace and extra time for different shots.
Bring your own photographer—we provide the private boat and captain. Need help finding one? Contact us for photographer availability and separate pricing.
Morning departures between 7 and 9 a.m.
Romantic Sunset Sails
Celebrate an anniversary, surprise someone on their birthday, or make time for a date night on the water. Enjoy a private sunset sail on Tampa Bay, with the boat reserved just for you and your guests.
Choose a two- or three-hour sail and settle in while your captain handles the sailing. Add an optional Romance Picnic for an extra-special evening together.
Want to capture the occasion? Our sunset sails also make a beautiful setting for engagement photos, anniversary portraits and couples’ photoshoots. Bring your own photographer, or contact us about arranging professional photography.
Luxury Picnic packages are available on select sails. Picnic packages and arranged photography are additional.
Luxury Picnic Packages
Add a curated onboard picnic to your private sail for an elevated, low-stress experience on the water.
Choose from:
• Standard Picnic — charcuterie, prosecco, picnic lounge setup
• Romance Picnic — charcuterie, champagne, dessert box, typically including chocolate-covered strawberries, picnic lounge setup
Both packages include cozy picnic touches like pillows, a blanket, and optional hammock use when conditions allow and the sails are down.
Please note: Picnic packages are prepared in advance and require at least 24 hours’ notice. Substitutions and custom food modifications are not available.
Disclaimer: St. Pete Sailing Charters arranges food and beverage delivery on your behalf as a courtesy. Food and beverages are not directly provided by St. Pete Sailing Charters.
Luxury Picnic Packages can be added at checkout when booking select sails.
Wedding at Sea — Small Wedding, Beautiful Setting
Exchange vows aboard Satori with Tampa Bay as your backdrop. Whether you’re planning an elopement or an intimate ceremony with your closest people, we’ll help bring the details together so you can focus on each other.
Our wedding experience combines a private sail with an officiant, professional photography, a romantic picnic setup and a champagne toast. We recommend three hours for the ceremony, portraits and time to celebrate on the water.
Tell us your preferred date and how many people will be joining you. We’ll confirm availability, walk you through the arrangements and provide one clear quote for your sail and wedding package. Floral and styling upgrades can be discussed separately.
Birthdays, Bachelorettes & Just Because
Get your favorite people together for a private sail on Tampa Bay. Whether you’re celebrating a birthday, planning a bachelorette outing, or enjoying a girls’ weekend, you’ll have the boat to yourselves with room for up to six guests.
Choose a daytime sail or sunset outing, then make it your own. Add a picnic package to select sails, or contact us about arranging professional photography for your celebration.
About us
Locally owned and operated, St. Pete Sailing Charters offers unforgettable day sails and sunset cruises aboard a carefully curated fleet of sailing yachts on Tampa Bay—each chosen for comfort, character, and exceptional experiences on the water.
Owners Nick and Kelly spent years sailing the Caribbean aboard their flagship yacht, Satori, sharing their adventures through the popular Sailing Satori channel before returning home to raise a family and bring that same passion for sailing to Tampa Bay. Today, they’re proud to share the water with locals and visitors alike.
If you’re looking for a great day on the bay, you’ve come to the right place—come aboard.
Are you a Photographer interested in working with us? Contact Us for more information.
F.A.Q.
Cancellation & Weather Policy
We understand that plans can change, and we do our best to keep things simple and flexible.
Cancellations
• Cancellations made 3 or more days before your scheduled departure will receive a full refund.
• Cancellations made within 3 days of your scheduled departure are non-refundable.
Weather
Your safety and experience are our top priorities. If the Captain determines that conditions are unsafe, you will have the option to:
• Reschedule your charter, or
• Receive a full refund
We closely monitor weather conditions and will reach out if anything looks questionable leading up to your trip.
We do this full time and this is our livelihood year round. Many other operators are seasonal, retired, or owners just trying to pay for their personal expenses of owning a boat. Our vessel is documented and registered under our business’s LLC and used solely for business operation. Many have paid Captains who do not have the same expectations of quality that us as owner/operators have. We take your satisfaction personally.
We are a barefoot boat and ask guests to come aboard without shoes.
Only in extremely cold weather may boat shoes be allowed, and if so, we’ll let you know the day of your charter.
We take pride in keeping our yacht exceptionally clean — one of the many little things that help make the experience special.
Yes — you’re welcome to bring alcoholic beverages onboard.
A few simple guidelines help us keep the boat clean, safe, and comfortable for everyone:
• Soft-sided coolers only
• If your cooler is large and has wheels and handlebars, it’s too big and not allowed
• Glass bottles are okay
• Glass stemware is not allowed
• Red wine and other staining beverages are not allowed
• Please enjoy responsibly — drinking is welcome, but overly intoxicated behavior is not
Yes — you’re welcome to bring food onboard.
A few guidelines help keep things easy on a sailboat:
• Finger foods are best
• Please avoid foods that are greasy, drippy, or overly saucy
• Lightweight items like lids, napkins, paper, and plastic can easily blow around in the wind
• Large or bulky food setups are not recommended
If you’d rather keep it simple, you can add our Luxury Picnic Package at checkout and let us handle it for you.
No — pets and comfort animals are not permitted onboard.
If you have a service animal or other accommodation question, please reach out before booking and we’ll review it directly.
Our 2-hour, 3-hour, 4-hour, and sunset sails take place in Tampa Bay, generally near downtown St. Petersburg and in the waters between St. Pete and the Skyway Bridge.
We typically stay within a few miles of shore at all times.
Routes may vary depending on weather, wind, timing, and the type of experience that makes the most sense that day.
Your safety and experience are our top priorities.
We closely monitor weather conditions leading up to your trip. If the Captain determines that conditions are unsafe, we will cancel the charter and offer you the option to:
• Reschedule your sail, or
• Receive a full refund
If conditions change during your trip, the Captain may adjust the route or return early to keep everyone safe.
We’ll always communicate clearly and guide you based on real conditions — not just the forecast — so you can feel confident you’re in good hands.
We currently accommodate up to 6 guests on our standard public charters, and children and infants count toward that total. Larger private vessel-rental options may be reviewed seasonally in the future, but they are not available for instant online booking right now. If your group is larger than six, reach out and we can let you know whether any special options are available later in the season.
Dolphin sightings are common on our sails, but they are never guaranteed.
We also regularly see pelicans and other local wildlife, so there’s almost always something fun to spot along the way.
No — no sailing experience is needed at all.
Our charters are designed to be relaxing and enjoyable for beginners, and your Captain will handle the sailing. All you need to do is show up, get comfortable, and enjoy the experience.
We recommend bringing whatever helps you stay comfortable and enjoy your time on the water.
Most guests bring:
• sunscreen
• sunglasses
• a hat
• a light jacket or cover-up, depending on the weather
• drinks in a soft-sided cooler
• simple finger foods, if desired
We are a barefoot boat, so please plan to come aboard without shoes unless we let you know otherwise due to unusually cold weather.
If you’re bringing food or drinks, please review our onboard food and beverage guidelines before your trip.
