Explore the Scenic Beauty and Attractions of John’s Pass

Discover the Best of John’s Pass with Private Luxury Charters by Well Played Charters

Soak in the Sights at John's Pass

Bustling with coastal charm, John’s Pass is where waterfront fun meets laid-back luxury. Located between Madeira Beach and Treasure Island, it’s the perfect stop for shopping, dining, dolphin watching, and setting sail. Booking a John’s Pass boat tour gives you a front-row seat to all the action, without the crowds. You’ll cruise into the heart of this lively destination in comfort and style, then decide just how adventurous (or relaxed) your day should be.

From boardwalk views to open Gulf breezes, this is Florida at its most iconic, and your yacht is the best way to experience it.

Wooden boardwalk at John’s Pass lined with shops, cafes, and visitors under a bright, sunny sky.
Destinations

Why Choose Well Played Charters for Your John's Pass Experience?

Some come for the boardwalk, others for the wildlife. However you picture your John’s Pass adventure, we make it smoother, more scenic, and enjoyable. Here’s how we elevate your day on the water:

  • Freedom to Explore at Your Pace: No group schedules, no set stops. You choose how long to shop, cruise, fish, or relax, and we’ll make it flow effortlessly.
  • Coastal Comfort in Every Detail: Our private yachts are decked out with everything you need: shaded lounges, great sound systems, and plenty of room to move, mingle, or just chill.
  • Local Insights, Seamless Planning: Our captains know every shortcut, scenic view, and hidden dock in the area. Whether you’re looking to anchor, dine, or drift, we’ll help you do it right.
  • Custom Experiences, Made for You: John’s Pass is just one part of your journey. Want to pair it with island hopping, sunset cruising, or wildlife spotting? Let’s build the perfect day together.

Explore Our Signature John's Pass Charters: Crafting the Perfect Day

There’s more than one way to explore this coastal hotspot. Here are some favorite ways our guests love to make the most of their John’s Pass boat tour:

A man steers a Well Played Charters boat, enjoying calm waters and "Wildlife Spotting Adventures."

Dolphin Spotting & Wildlife Adventure

Bring your camera and get ready to capture amazing photos of dolphins, seabirds, and even manatees! Our crew will take you through the calm channels of John's Pass and show you where these incredible animals like to spend their time.

Wooden boardwalk at John’s Pass lined with shops, cafes, and visitors under a bright, sunny sky.

Shopping & Dining Along the Boardwalk

Hop off the yacht for some retail therapy or fresh seafood. From quirky boutiques to waterfront eateries, John’s Pass Village is full of energy, flavor, and local color.

A serene sunset over calm waters with glowing reflections, showcasing "Private Sunset Escapes" by Well Played Charters.

Sunset Cruises Through John’s Pass

Glide past the boardwalk as the sun sinks into the Gulf. This golden-hour cruise is ideal for couples, friends, or anyone who appreciates a sky painted in pastels.

A group enjoys a boat ride on turquoise waters, showcasing "Coastal Exploration & Island Hopping" by Well Played Charters.

Coastal Fishing Excursions

Combine your charter with light tackle fishing just off the pass. Cast your line, reel in something fresh, and enjoy a laid-back day with salty air and great company.

A group enjoys the water near a Well Played Charters boat, showcasing "Beachside Picnics & Relaxation."

Scenic Coastal Cruises & Island Hopping

Make John’s Pass just one of several highlights. Cruise to Shell Key, Egmont Key, or the Skyway Bridge for a full-day adventure on the Gulf. The water is your playground.

Destinations

Adventure Awaits at John's Pass—Your Ultimate Gulf Coast Destination

John’s Pass is more than a landmark—it’s a vibe. From waterside margaritas to dolphin sightings mid-cruise, every turn of the tide brings something new to explore. Docking at the boardwalk during your private charter provides the ideal balance of leisure and activity, whether you are planning a brief visit or an entire afternoon exploring.

Let us help you turn this coastal favorite into your new go-to tradition.

Destinations

FAQs – Planning Your John's Pass Charter

Most guests book a 4- to 6-hour experience, which allows for cruising, dining, exploring, and adding on additional stops nearby.

Yes! We’ll help you time your charter so you can dock, dine, and shop at John’s Pass Village without rushing. You tell us what kind of stop you’d like—quick stroll or full lunch—and we’ll plan accordingly.

Definitely. The waters around John’s Pass are calm, and the area is full of fun for guests of all ages. Kids love the wildlife, and there’s plenty of space to relax on board.

Absolutely. Many guests choose to visit John’s Pass as part of a larger charter including Shell Key, Egmont Key, or a sunset finale.

Sunscreen, sunglasses, swimsuits if you plan to hop in the water, and any shopping or dining essentials. We provide the rest—including Bluetooth speakers, shade, and great vibes.

Yes, sunset and evening charters through John’s Pass are among our most popular options. Ask about departure times based on the season.

Destinations

Book Your Private Luxury Charter to John's Pass Today

Get ready to cruise, explore, and unwind—all in one unforgettable trip. Whether you’re here for the boardwalk, the wildlife, or the water itself, your John’s Pass boat tour becomes so much more when it’s done your way.

Reach out today to start planning your perfect day on the Gulf with a charter experience crafted just for you.

Service Areas

We offer private yacht charters and boat tours throughout Florida’s most scenic waters, including: