See the Sunset over downtown St. Petersburg

No two are the same!

Affordable Tampa Bay Sailing Adventures – Daysails & Sunsets

Set sail on our beloved 1984 O’Day 34, a classic sailboat with timeless charm and graceful performance. Whether you’re looking for a relaxing escape on calm waters or a more exhilarating sailing adventure when the winds allow, this is the perfect way to experience Tampa Bay on a budget-friendly outing.

Your voyage will be guided by an experienced USCG-licensed captain and certified sailing instructor, who ensures both safety and fun. Guests are welcome to simply sit back and soak in the views, or—if you’re eager—take the helm and learn the ropes under expert guidance.

Highlights include:

• Scenic daysails across sparkling Tampa Bay waters

• Unforgettable sunset cruises, featuring the stunning downtown St. Pete skyline

• An authentic small-yacht experience at an unbeatable value

Whether you’re seeking romance, relaxation, or a hands-on sailing adventure, our O’Day 34 offers a memorable journey for everyone.

⚓ Book your unforgettable sail today and discover the magic of Tampa Bay from the water!