serendipity

Destinations

Explore The Beauty of Tampa
Bay and Beyond

From secluded islands and wildlife preserves to dockside fine dining and overnight marina retreats, a charter on board Serendipity unlocks a world of unforgettable day and weekend destinations across Saint Petersburg, Tampa, Sarasota, and Florida’s spectacular Gulf Coast.

Whether you’re in the mood for a casual cruise, a sunset dinner, or a multi-day escape, let us curate a custom itinerary based on your group’s preferences

Discover Our Popular Day
Charter Destinations

Egmont Key

A hidden gem at the mouth of Tampa Bay, Egmont Key State Park offers white sand beaches, historic ruins, and a protected wildlife refuge. Moor on the calm, leeward side and explore the 19th-century fort, shell along the shoreline, or visit the historic lighthouse (1858). Gopher tortoises and seabirds roam freely—making it a peaceful, natural escape.

St. Petersburg Pier

Cruise to the heart of downtown and dock near the new St. Pete Pier, a vibrant 26-acre waterfront park with dining, art, green space, and nightlife. Enjoy a stroll along the promenade, sip cocktails with skyline views, or catch a waterfront concert before returning to the yacht.

Honeymoon Island

Famous for its four miles of beaches and unspoiled nature trails, Honeymoon Island State Park is a favorite among locals. Explore rare slash pine forests, look for ospreys and tortoises, or relax in the warm Gulf waters. An ideal option for shelling, sunbathing, and light hiking.

Skyway Bridge Cruise

Sail beneath the iconic Sunshine Skyway Bridge, Florida’s most recognizable architectural marvel. The massive 430-foot-high span connects Saint Pete to the southern Gulf Coast. For many guests, cruising under its towering frame is a visual and emotional highlight of the day.

Dockside Dining Destinations

Perfect for lunch, cocktails, or elegant dinner service for groups and celebrations.

Salt Rock Grill – Indian Shores

An upscale waterfront institution featuring prime steak, fresh-caught seafood, and a top-tier wine list. Located directly on the Intracoastal, it’s the ideal stop after a day of island hopping or sunset cruising.

Doc Ford’s Rum Bar – St. Pete Pier

Enjoy casual Caribbean flavors at the base of the St. Pete Pier. Famous for its Yucatan shrimp and mojitos, Doc Ford’s offers indoor and outdoor seating with beautiful water views of downtown and Tampa Bay.

Jackson’s Bistro – Tampa

Dock near downtown Tampa and step into one of the city’s culinary landmarks. Known for its award-winning sushi, curated wine list, and panoramic waterfront views—Jackson’s is a must-visit for special occasions.

Doc Ford’s Rum Bar – St. Pete Pier

Located on Sarasota Bay, Marina Jack offers elegant dining paired with serene views of the Intracoastal. Enjoy steak, seafood, and pasta in a refined setting, complete with a full bar and lounge experience.

Overnight Yacht Destinations

For those extending their voyage beyond a single day, Serendipity offers overnight charters with marina accommodations at top-rated waterfront resorts.

St. Petersburg, FL – The Vinoy Marina

Walk to shops, art museums, and fine dining from this luxury downtown marina.

Sarasota, FL – Marina Jack Yacht Basin

A prime overnight stop offering walkable access to cultural venues and restaurants.

Longboat Key, FL – Longboat Key Moorings

An exclusive, quiet marina retreat with access to beach clubs and fine dining.

Cape Coral, FL – The Westin Cape Coral Resort at Marina Village

Upscale resort and marina combo offering full amenities and on-site restaurants.

Captiva Island, FL – South Seas Island Resort

Secluded, family-friendly and romantic—perfect for multi-day charters and spa getaways.

Key West, FL – The Galleon Marina

For extended voyages, we can plan a Gulf-to-Key West adventure from the comfort of Serendipity.

Craft a Custom

Itinerary With Us

All destinations are subject to weather, tides, and seasonal availability. Our experienced crew can help curate the perfect day or overnight experience based on your group size, preferences, and timeframe.

Home Port: Saint Petersburg, Florida
LOA: 100 ft 
Guests: Up to 12