Southwest Florida’s Ultimate Floating Bar Crawl

Southwest Florida is stacked with legendary island bars, hidden gems, and waterfront hangouts—and your salty pirate captain will run you straight into the heart of the action. From laid-back tiki shacks to iconic island landmarks, your booze cruise is built around your vibe and your crew.

There is a bounty of island bars to explore, including:

• Jug Creek Marina – classic Old-Florida dockside drinks
• Tarpon Lodge – historic vibes, breezy porches, and cold cocktails
• Cabbage Key – home of the world-famous cheeseburger in paradise
• Mainstay & Mango’s on North Captiva – great music, island atmosphere
• Fort Myers Beach – an awesome, high-energy bar scene that never disappoints
• Cape Harbour & Tarpon Point in Cape Coral – upscale waterfront stops with great drinks and even better views
• Matlacha’s Yucatan – funky, colorful, and a must-hit stop to round out the adventure

The options are plentiful—your route is completely customizable.

Whether you want a mellow tiki-style island crawl, a bachelor-party blowout, or a picture-perfect sunset sipping cruise, we’ll build the perfect run for your day on the water.

Beach Bliss Awaits! Cruise the Salty Pirate, SWFL's coolest party boat, for an unforgettable beach day. Sink your toes into pristine sand, swim in crystal clear waters, and collect beautiful seashells. Relax with friends and family on ample seating, & comfy bean bags. Whether you seek sun shades or sun-kissed skin, bask in the splendor of world-class beaches, encounter dolphins and turtles, and checkout our barrier islands white sand beaches!

Step aboard with Salty Pirate Fishing and experience Southwest Florida the way it’s meant to be—sun on your shoulders, salt on the breeze, and wild dolphins playing in our wake.

Our Dolphin Cruise is a laid-back, family-friendly adventure through the mangrove islands, grass flats, and hidden back bays where our local pods feed, play, and chase baitfish across the surface.

We don’t just point from a distance—you’ll get up-close, natural encounters as dolphins bow-ride, leap, and show off right beside the boat. Along the way, your captain shares local knowledge of the wildlife, history, and waterways that make Matlacha and the surrounding Gulf coast so special.

Perfect for families, couples, kids, and anyone who just wants a little sunshine and magic out on the water.

What’s Included

• 1.5–2 hour guided cruise
• Guaranteed dolphin sightings!
• Smooth, comfortable ride on our charter boat
• Local wildlife and eco-tour commentary
• Plenty of photo opportunities

What to Bring

Sunglasses, sunscreen, drinks/snacks, and your best “WOW, did you see that?!” reaction.

Book today and come meet the friendliest pirates on the water—the dolphins of Southwest Florida.

3-Hour Sunset Cruise – The Gulf’s Golden Hour Escape

There’s nothing in Southwest Florida like a sunset on the water—and Salty Pirate Fishing gives you the front-row seat. Our 3-Hour Sunset Cruise is the perfect way to end the day: calm seas, warm colors stretching across the horizon, and the sky turning fire-orange as the sun sinks behind the Gulf.

We’ll ease through Matlacha Pass and out into quiet back bays, watching wildlife settle in for the night while dolphins hunt the last bait schools of the day. Then we set up in the perfect spot to watch the show—wide-open water, light breeze, and uninterrupted panoramic views.

It’s peaceful. It’s beautiful. And it’s one of those “remember this forever” Florida moments.

What to Expect

• 3-hour guided evening cruise
• Prime dolphin & wildlife viewing along the route
• Slow cruise to a handpicked sunset vantage point
• Relaxed, uncrowded atmosphere—never overbooked
• Great for couples, families, and special occasions

What to Bring

Sunset drinks, light snacks, sunglasses, a camera, and someone you’d love to watch a perfect Florida sunset with.

Come unwind, breathe in the salt air, and finish your day the Salty Pirate way—with a sunset that looks like it was painted just for you.

Hop on for an exciting morning or afternoon fishing trip targeting our top inshore and nearshore species in beautiful Pine Island Sound. We use both live bait and artificial lures fishing the Northern Pine Island Sound and Charlotte Harbor for an action packed excursion! Water, tackle, licenses and fish cleaning are all included, just hop on and fish!

Want to turn a day on the boat into a full-blown experience? With Salty Pirate Fishing’s Destination Day Cruise, you choose the vibe—and we handle the route, timing, and hidden spots along the way. From island hopping to waterfront dining to exploring Florida’s most iconic coastal towns, this is your fully customizable, captain-guided day trip across Southwest Florida.

Whether you’re chasing cold drinks, good food, quiet beaches, or that “best day of vacation” feeling, we’ll build an itinerary that hits every mark.

Pick Your Destination(s)

We can take you anywhere your perfect-day vision points—including:

• Marco Island – white-sand beaches, tiki bars, and shell hunting
• Naples – upscale coastal dining, shopping, and luxury scenery
• Fort Myers Beach – beach bars, live music, and vibrant energy
• Downtown Fort Myers – waterfront lunch, shopping, and the River District
• Cape Coral – canalside restaurants and hidden local spots
• Island Bar Hopping – Cabbage Key, North Captiva, St. James City & more
• Fishermen’s Village (Punta Gorda) – boardwalk shops, bars, and marina views
• Boca Grande – old-Florida charm, beaches, and historic lighthouse stops

Or mix and match a few—this is your adventure.

What Your Day Includes

• 8 hour private charter
• Custom, pre-planned itinerary created with your captain
• Smooth, scenic ride through mangroves, bays, islands & Gulf waters
• Wildlife viewing along the way (dolphins, manatees, seabirds)
• Multiple stopovers for food, drinks, beaches, or shopping
• Cooler space for your beverages & gear

Perfect For

Families, couples, bachelor/bachelorette groups, anniversary trips, bar-hoppers, explorers, or anyone wanting a true Florida experience that isn’t crowded or cookie-cutter.

Bring

Drinks, snacks, beach gear, sunscreen, and a plan to have one of the best days Southwest Florida can offer.

From sunrise bait flats, thru mangrove forests, to stalking the beaches...this is the ultimate immersive SWFL fishing experience. We start with joint planning days before with the Captain. Learn how to find the fish as review weather, tides and plan our routes for your day, tailoring the plan to ensure a great fishing day.

Trip starts 1 hour before sunrise, leaving from the docks to hit the bait spots and load the livewells or head to our first planned spot. From there, we chase the adventure of SWFL. Any given day we could be stalking snook and redfish thru the mangroves, watching gator trout explode topwater lures on the grassflats, hit nearshore wrecks, sight cast the beaches or run the tripletail buoys in the winter (my favorite fishing).