Private Sightseeing Tours In Clearwater & St. Petersburg
Enjoy waterfront views, island scenery, and a relaxed
private cruise designed around your group.
Local Landmarks
Depending on your route, you may enjoy views of marinas, waterfront neighborhoods, elegant coastal homes, and iconic landmarks like the Sunshine Skyway Bridge and beautiful local causeways.
Local Knowledge, Better Routes
Captain Keith knows the local waterways, scenic cruising routes, and the best areas for a relaxing and memorable sightseeing experience.
Private & Personal
This is your group, your pace, and your experience. No crowded public boat tour — just your own private charter on the water.
Bring your Camera
From bridges and waterfront homes to islands, marinas, and local wildlife, this charter offers plenty of memorable views to capture.
What you can see on a private sightseeing boat tour
Waterfront views
Cruise past beautiful coastal scenery, sparkling open water, and some of the most scenic shoreline views in the Clearwater and St. Petersburg area.
Island Scenery
Enjoy views of barrier islands, quiet beaches, and the natural beauty that makes this part of Florida so memorable from the water.
Local Landmarks
Depending on your route, you may enjoy views of marinas, waterfront neighborhoods, elegant coastal homes, and iconic landmarks like the Sunshine Skyway Bridge and beautiful local causeways.
Wildlife along the way
Sightseeing tours may also include glimpses of dolphins, seabirds, rays, and other local wildlife during your cruise.
Relaxing Cruising
This is a calm, easygoing experience designed for guests who want to enjoy the scenery, take photos, and spend quality time on the water.
Sightseeing routes vary by departure area, weather, and water conditions, but Captain Keith will always help guide your group toward the most scenic and enjoyable route available that day.
why Guests Love Our Tours
More Than Just a Boat Ride
Wayward Key Tours offers a private sightseeing charter for guests who want more than a standard public cruise. Instead of sharing the boat with strangers, your group gets a relaxed, customizable trip built around your pace and interests. Whether you want to take in waterfront views, enjoy a calm scenic ride, photograph the coastline, admire iconic bridge architecture, or simply spend time together on the water, this experience is designed to feel personal, easy, and unforgettable.
- Private charter for just your group
- Customizable routes based on your interests
- Family-friendly and great for all ages
- Relaxed, safe, and comfortable on the water
- Locally, veteran owned and operated
Tour Details
- Tour Length: Typically 2.5 to 4 hours
- Departure Area: Clearwater or St. Petersburg, depending on your charter
- Group Size: Private tour for up to 6 guests
- Best For: Families, couples, visitors, photographers, and small groups
- Experience Style: Scenic cruising, local sightseeing, relaxed pacing, and flexible routing
- What to Bring: Sunscreen, sunglasses, camera, drinks/snacks
- Private Charter: Just your group aboard — no shared public boat
Helpful answers for travelers planning a private sightseeing boat tour in Clearwater and St. Petersburg.
What is a private sightseeing boat tour? A private sightseeing boat tour is a charter reserved just for your group, giving you a more personal and flexible way to enjoy scenic coastal views, waterfront homes, local landmarks, marinas, and beautiful shoreline areas around Clearwater and St. Petersburg.
Is this a private charter or a public boat tour? This is a private charter for your group only. You won’t be sharing the boat with strangers, which makes the experience more relaxed, comfortable, and customizable than a public sightseeing cruise.
What can we see on a sightseeing boat tour in Clearwater and St. Petersburg? Depending on the route, guests may enjoy waterfront neighborhoods, marinas, barrier islands, elegant shoreline homes, local wildlife, and memorable landmarks such as the Sunshine Skyway Bridge and the Don Cesar Hotel.
Is this tour good for families? Yes. A private sightseeing charter is a great option for families because the pace is relaxed, the boat is private, and the day can be shaped around your group’s comfort and interests.
Is this a wildlife tour too? Sightseeing tours may also include wildlife along the way. While the focus is scenic cruising, guests may spot dolphins, seabirds, rays, and other local wildlife depending on the route and conditions.
Are there sightseeing boat tours near Clearwater with a restroom on board? Yes. Wayward Key Tours offers private charters with a restroom on board, which makes the trip more comfortable for families, couples, and mixed-age groups.
How long is a private sightseeing boat tour? Most sightseeing charters are typically 2.5 to 4 hours, depending on the kind of experience your group wants and how much time you’d like on the water.