Two-hour sunset cruises in downtown St. Petersburg — shared, private, or private with live music by June Bunch.
Choose shared, private, or private with live music aboard the 47-foot Hawkeye for a two-hour sunset cruise.
boat-charters · St. Petersburg
Set sail on a private two-hour sunset cruise with live folk music in St. Petersburg, Florida. Relax on the luxurious Hawkeye and experience Tampa Bay's stunning views paired with soulful tunes.
Tampa Bay Sunset Sail operates in St. Petersburg, Florida, offering guided sunset sailing experiences aboard the 47-foot sailboat Hawkeye. The company provides shared and private two-hour sunset sails along downtown St. Petersburg's waterfront, showcasing city skyline views as the sun sets. Private options accommodate up to six guests and include a U.S. Coast Guard–credentialed Captain to navigate and ensure safety. A specialized Private Sunset Sail with Live Music runs aboard Hawkeye as a two-hour private cruise for up to five guests and features live folk music by local artist June Bunch. Shared sunset sails offer the same 47-foot vessel and two-hour itinerary with a knowledgeable captain, suitable for individuals, families, or small groups seeking a memorable evening on the water.
Safety and local knowledge are emphasized through operation by a credentialed captain and by using a well-maintained 47-foot sailboat designed for comfortable sunset cruises. Trips depart from St. Petersburg and focus on views of Downtown St. Petersburg and the waterfront. Each experience centers on scenic observation, relaxation, and photography during golden hour.
Bookings are organized by trip type—Shared Sunset Sail, Private Sunset Sail, or Private Sunset Sail with Live Music—allowing guests to choose the level of privacy and additional entertainment desired. The business’s offerings provide straightforward options for those seeking an intimate or social sunset sailing experience in St. Petersburg.
Guests can expect intimate group sizes on private charters, a scenic two-hour route timed to local sunset, and choice of shared or private bookings to match occasion and privacy preferences.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Private charters host up to six guests
Two-hour sunset cruises
Downtown waterfront departures
Private live-music option aboard Hawkeye
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Tampa Bay Sunset Sail listing.
Tampa Bay Sunset Sail offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Select shared or private two-hour cruises, including a private live music option — secure preferred dates aboard Hawkeye now.
Unknown · St. Petersburg
Discover serenity and exclusivity with a private afternoon boat tour in St. Petersburg, Florida. Enjoy stunning views, local wildlife, and a personalized adventure on Tampa Bay’s peaceful waters.
boat-charters · St. Petersburg
Set sail on the elegant Hawkeye for a two-hour sunset cruise in downtown St. Petersburg. Experience spectacular views and peaceful waters perfect for a relaxing evening.
boat-charters · St. Petersburg
Set sail on a private two-hour sunset cruise in St. Petersburg, Florida. Enjoy breathtaking city views, a peaceful breeze, and intimate moments aboard the luxurious "Hawkeye."
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.