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About this Experience

What you'll do:

You and your group board a private sailing charter on Tampa Bay, pick your vessel, and spend two hours on the water with a captain who knows these waters well enough to find dolphins on most sails and frame a sunset that stops mid-sentence conversations.

  • Your yacht, your rules: Every charter is fully private, meaning your group gets the boat, the captain, and the water entirely to yourselves for the full two hours.

  • Three vessels to choose from: Select the classic Morgan 44' monohull Satori, the Catalina 36' Cavu, or the Leopard 45' catamaran Wind Therapy, each with its own character and layout.

  • Dolphin sightings on most sails: Tampa Bay's resident dolphin population makes frequent appearances alongside the boat, close enough to photograph without any special tour add-ons.

  • Sunset timing that pays off: The bay's open horizon and low shoreline make this one of the better spots in the region to watch a Gulf Coast sunset from the water.

  • Sound, shade, and space: Each yacht has a Bluetooth sound system, multiple lounging areas, shaded and sun-exposed deck zones, and a clean restroom on board.

Boarding is easy on every vessel, and Wind Therapy's wide swim steps make it especially accessible for guests who prefer a stable platform. Online booking is available, and custom requests are welcome if your group has something specific in mind.

Why you'll love it:

  1. Private from start to finish: No strangers, no shared deck space, no set agenda beyond yours. This is your charter.

  2. Built for photos: Open water, natural light, and a boat with actual character produce better shots than any studio setup would.

  3. Flexible enough for any occasion: Proposals, bachelorettes, birthdays, anniversaries, casual friend outings. The format fits all of them without forcing a theme.

  4. Wildlife shows up uninvited: Dolphins in Tampa Bay are genuinely common on these routes, and that kind of spontaneous moment lands differently than a scheduled activity.

  5. Stress-free logistics: The captain handles navigation and safety. Your group just brings the playlist, the snacks, and whoever you want on the water with you.

About this experience partner:

St. Pete Sailing is a locally owned charter company running private sailing charters on Tampa Bay from their St. Petersburg base. Owners Nick and Kelly are the crew behind the popular YouTube channel Sailing Satori and have logged serious offshore miles in the Caribbean before bringing their expertise home to Florida. The company has been featured in Sailing magazine, NBC's American Ninja Warrior, and Bay News 9's Florida On a Tankful.

Additional information:

  • Private charters accommodate up to 10 guests (USCG limit)

  • Available vessels: Satori (Morgan 44' monohull), Cavu (Catalina 36' monohull), Wind Therapy (Leopard 45' catamaran)

  • Full USCG safety equipment on board; clean restroom on all vessels

  • Luxury picnic package available as a paid add-on

Book This Experience

Visit the experience booking site to check availability and book your experience.

Location

Tampa, FL

St. Petersburg, FL, USA

Reviews

Frequently Asked Questions

What makes your charter business different from other charter operators?

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.

Can we wear shoes?

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.

Can we bring adult beverages on the boat?

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

Can we bring food aboard?

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.

Can I bring my pet or comfort animal?

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.