Things to Do in Tampa Bay in September 2026

September is a fantastic month to embark on a Calypso Queen Cruise in Tampa Bay. The Florida sun is less intense than summer, making sightseeing more enjoyable. Expect to witness vibrant sunsets, stunning coastal landscapes, and diverse marine life. Besides, the cruise offers tantalizing tropical buffet meals and entertaining live performances, ensuring an unforgettable experience. Plus, with fewer tourists, you're almost guaranteed an undisturbed, serene getaway, truly soaking in the area's beauty.

September is an ideal month to go on a Starlite Majesty Lunch or Dinner Cruise in Tampa Bay. The weather is perfect for a relaxing day or evening on the water, with temperatures usually in the mid-80s. You can enjoy stunning waterfront views while cruising on the luxurious Starlite Majesty yacht. The on-board entertainment is top-notch, featuring live music and a gourmet dining experience. Whether you're looking for a romantic dinner or a fun family outing, the September weather makes this experience a must-do in Tampa Bay.

September is an ideal month to indulge in the Calypso Breeze Sightseeing Cruise in Tampa Bay, Florida. With summer tourists gone, you can enjoy a relaxing, unhurried cruise experience along the beautiful Gulf of Mexico. Marvel at the stunning sunset while savouring a tropical-themed dinner buffet. The calmer seas and less crowded deck, combined with the pleasant September weather, make for an intimate, picturesque, and unfettered viewing of marine life. Escape the ordinary and experience the extraordinary this September.

September is an ideal time to explore the Ybor City Mobsters and Mayhem Tour in Tampa Bay. The month brings pleasant weather, perfect for walking the historic streets. With fewer tourists, you'll enjoy a more intimate tour experience, delving into Ybor City’s rich history of famous mobsters and colorful tales. This vibrant cultural journey promises intriguing stories set against a backdrop of iconic architecture, offering an engaging glimpse into Tampa's fascinating past.

September is an ideal time to explore the Tampa Riverwalk Private Smartphone Audio Walking Tour. The summer heat mellows, creating perfect conditions for a leisurely stroll along the picturesque waterfront. With the crowds thinning after the peak tourist season, enjoy a more personalized experience while discovering the Riverwalk’s art, history, and scenic views. The tour's flexibility lets you explore at your own pace, capturing the serene beauty of Tampa Bay in comfortable, cooler weather.