Signature Cruises | Custom Cruises

Cap off your day with an intimate, private cruise that showcases the very best of Sarasota after hours. This 2 hour and 15 minute charter is designed to take you from the wild, natural beauty of the bay to the sophisticated glow of the downtown waterfront.

• The Roberts Bay Bird Rookery: We’ll begin with a slow cruise past one of the area’s most active nesting islands. See pelicans, egrets, and herons settling in for the night—it’s a photographer’s dream and a peaceful way to start the evening.
• Dolphin Watching: As the sun begins to dip, we’ll head toward the deeper waters of Sarasota Bay and Big Pass, where local bottlenose dolphins are known to hunt and play in the evening currents.
• The Sunset Show: We’ll position the boat for the best possible view as the sun sinks into the Gulf of Mexico. There is no better seat in the house than the deck of your own private boat.
• City Lights & The Ringling Bridge: As twilight turns to dark, the magic truly begins. We’ll cruise past the Downtown Sarasota Skyline and the iconic John Ringling Bridge as they light up for the night, reflecting off the calm bay waters on our way back to the dock just in time as the last light fades away.

• Private for Your Group: limited to 6 passengers, making it perfect for romantic dates, family memories, or a quiet night out with friends.
• The Best Views: Skip the crowds. You’ll have a 360-degree unobstructed view of the horizon.
• Luxury & Comfort: Plush seating, a premium Bluetooth sound system for your sunset playlist, and a steady, professional captain at the helm.

• Light Jacket/Wrap: Even on warm days, it can get breezy on the water once the sun goes down.
• Camera/Phone: You’ll want plenty of battery for the sunset and the downtown skyline lights!
• Evening Drinks & Snacks: Feel free to bring wine (no red), beer, or small appetizers to enjoy during the cruise. (We provide the ice and water!)

Captain’s Note: This is our most "scenic" tour. If you want to see the diversity of Sarasota—from wild mangroves and dolphins to multimillion-dollar mansions and city lights—this is the cruise for you.

Looking for the ultimate Florida sandbar experience without spending the whole day at sea? Our 4-hour private charter to Jewfish Key is our most popular "half-day" getaway. Located just inside the scenic Longboat Pass, Jewfish Key is a boater’s paradise known for its shallow,  turquoise waters and vibrant social atmosphere.

• The Scenic Route: Enjoy a beautiful cruise north from Sarasota, passing through the sparkling waters of Sarasota Bay and the northern tip of Longboat Key.
• Jewfish Key Sandbar: We’ll anchor in the shallow, sandy flats. It’s the perfect depth for wading with a drink in hand, shelling, or spotting local marine life like starfish and hermit crabs.
• Sandbar Social or Secluded Chill: Whether you want to be in the heart of the "sandbar party" or find a quiet corner to float in peace, we’ll find the perfect spot for your group.
• Lunch on the Water (Optional): Want to grab a bite? We can easily swing by a local "dock-to-dine" favorite like Mar Vista or Shore to pick up food to enjoy back on the boat or at the sandbar.

• Private & Personal: No crowded tour boats. This is a private experience for up to 6 passengers
• Family Friendly: The calm, shallow waters of Jewfish Key are perfect for kids and seniors alike.
• The Perfect Duration: 4 hours gives you plenty of time to soak up the sun and still have your afternoon or evening free.

Jewfish Key is the "local’s choice." It’s protected from the Gulf swells, meaning the water is almost always calm and inviting. Because it’s only accessible by boat, it retains that exclusive, hidden-gem feel that makes a private charter so special.

Experience the crown jewel of the Gulf Coast on a 5 1/2 -hour private excursion tailored for those who crave crystal-clear water, secluded sandbars, and the ultimate "island time" vibe. Departing from Sarasota, we navigate the scenic intracoastal and open waters for a day of sun-drenched relaxation.

Located at the mouth of Tampa Bay, just north of Anna Maria Island, Passage Key is a hidden paradise. Known for its shimmering turquoise waters and expansive sandbars, it offers some of the most pristine wading conditions in Florida. Whether you want to float in the shallow tide pools or hunt for wildlife, this is the most beautiful anchorage in the region.

• The Journey North: Enjoy a smooth cruise from Sarasota, taking in the sights of the coastline.
• Lunch Stop (Optional): We can pull into a local waterfront favorite to pick up fresh seafood or sandwiches to enjoy onboard or at the sandbar.
• Jewfish Key Sandbar: On our way, we’ll stop (optional) at the famous Jewfish Key. It’s a local favorite for a reason—vibrant energy, shallow sandy bottoms, and perfect for a mid-day dip.
• Passage Key Immersion: Spend the heart of your day anchored in the transparent waters of this National Wildlife Refuge.

• Exclusivity: This is a 100% private charter. Just you, your guests, and the horizon.
• Capacity:  6 passengers ensuring an intimate, uncrowded, and premium experience.
• Duration: 6 Hours—the perfect amount of time to explore without feeling rushed.

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Unlike the standard "tourist" boat rides stopping at small sandbars in big pass, this trip takes you further north to the waters where the locals and seasoned boaters prefer to spend their afternoons. If you are looking for that "postcard-perfect" Florida water, this is the trip for you.

Embark on a maritime adventure of your design. Begin by deciding whether a 1.5, 2, 3, 4, 5, or 6-hour charter is best for your group, then work with Captain Skip to find the destinations, activities, and amenities to make for the perfect day.  Consider a Sarasota Sunrise Cruise , or boat transportation to a waterfront restaurant,  a two day girls' weekend to St Pete, a guys trip to Tampa to catch the Bucs or the Lightning. 

Not sure which is right for you? Or want to book something longer? Our captain is an expert in the area and can help you plan the perfect experience! Give us a call at (941) 259-BOAT (2628)