Boca Grande, Florida: The Perfect Two-Day Itinerary for Exploring Gasparilla Island

A Gasparilla Island Getaway
Tucked away on the tranquil shores of Gasparilla Island, Boca Grande is a hidden gem that perfectly captures the charm of “Old Florida.” This tiny beach town is known for its laid-back vibe, sugary white sand beaches, and one-of-a-kind experiences. Whether you’re strolling Banyan Street, soaking in history at the Port Boca Grande Lighthouse, or hunting for seashells at Gasparilla Island State Park, there’s something here for everyone. Ready to plan the perfect itinerary for your visit? Let’s dive in—spoiler alert, it’s going to be unforgettable.
Getting to Boca Grande
Planning your journey to Boca Grande is part of the adventure—and let me tell you, getting here is easier than you think. While this charming slice of “Old Florida” is tucked away on Gasparilla Island, its accessibility from major cities in Florida ensures you can focus on your getaway without stressing over travel logistics. Whether you’re flying in, driving, or hiring a ride, you have plenty of options to reach this pristine, relaxed beach haven.
By Car: The Scenic Route
If road trips are your jam, driving to Boca Grande offers a laid-back ride through beautiful Southwest Florida. Coming from Tampa, hop on I-75 South and follow it until you reach Exit 191 (River Road). From there, it’s a breezy coastal drive that’ll take you right into paradise. Pro-tip: Have a Spotify playlist ready, because this drive screams for classic road trip vibes.
Don’t have a car? No worries. Several ride-sharing apps such as Uber or private transportation companies like Boca Grande Limousine can get you here in style.
By Air: Closest Airports
The closest airports to Boca Grande are Punta Gorda Airport (PGD), Southwest Florida International Airport (RSW) in Fort Myers, and Sarasota-Bradenton International Airport (SRQ). PGD is just about 35 minutes away, while RSW and SRQ are roughly an hour’s drive from the island. If you’re looking for the most cost-effective route, typically, that is Tampa International Airport (TPA), which will be closer to a two-hour drive.
If you happen to be flying private, Coral Creek Airport (CCA) is your closest gateway. It’s located just off the island and is definitely worth considering for travelers seeking convenience and exclusivity.
Island Entry: The Toll Bridge
Getting onto Gasparilla Island itself requires a quick trip over the Boca Grande Causeway, which includes a toll fee of $6 per car (cost as of 2025). The bridge adds a unique flair to your journey, offering coastal views that’ll remind you why you’re headed to Boca Grande in the first place. It’s like a teaser trailer for all the beauty to come.

Day 1 Itinerary: Exploring the Heart of Boca Grande
Your first day on Gasparilla Island is all about diving into the history, charm, and natural beauty that Boca Grande offers. From historic landmarks to sandy sunsets, this itinerary showcases the very best of “Old Florida.”
Morning: Port Boca Grande Lighthouse and Museum
Begin your day with an early visit to the Port Boca Grande Lighthouse and Museum. This historic gem, built back in 1890, served as a guiding light for ships navigating the Boca Grande Pass and is one of the island’s most iconic landmarks. The two-story wooden structure, perched on iron stilts, is steeped in maritime history and offers a glimpse into Florida’s past.
Inside, you’ll find engaging exhibits that delve into the area’s heritage, local ecosystems, and the importance of the lighthouse to regional trade. Don’t skip the second-floor views; the panoramic sight of turquoise waters meeting the sky will take your breath away. For more on its history, check the official page here or this detailed historical guide.
Lunch: Local Dining at South Beach
By now, you’re probably ready for a satisfying meal, so head over to South Beach Bar & Grill, a beloved Boca Grande institution. Located right on the water, this spot offers stunning beachfront views alongside a menu packed with fresh, local flavors.
Dive into their famous grouper sandwiches, fresh seafood dishes, or crisp and colorful salads. Their laid-back yet upscale vibe makes it the perfect place to relax after a morning of exploring. Don’t forget to pair your meal with a refreshing cocktail or a local craft beer as you take in the ocean breeze. For the latest menu and updates, check out their official website or social media pages.
Afternoon: Gasparilla Island State Park
The afternoon is all about outdoor adventures, so make your way to the stunning Gasparilla Island State Park. This park is a haven for nature lovers and offers just about every Florida pastime imaginable. Here’s what’s on tap:
- Beach Time: Sink your toes into the soft sand and take a dip in the warm Gulf waters.
- Hiking and Biking: The park features easy trails perfect for a casual walk or a breezy bike ride.
- Wildlife Spotting: Keep an eye out for dolphins, manatees, and a variety of coastal birds!
- Fishing: Try your hand at fishing off the beach if you’re feeling adventurous.
The park is also the perfect place to snap some postcard-worthy pictures of Florida’s natural beauty. Need more info about park activities? Check out this guide.
Evening: Sunset at Boca Grande Beach
As your first day winds down, there’s no better way to end it than by catching a sunset at Boca Grande Beach. Bring a blanket or chair, find your spot, and watch as the sky transforms into brilliant hues of orange, pink, and purple. It’s the kind of experience that makes time stand still.
For an especially magical view, head towards the area near the lighthouse or the south end of the island, where the beach feels untouched and timeless. If you want insider tips on the best places to watch the sunset, this review page offers great insights.
From sunrise history tours to dreamy sunsets, Day 1 on Boca Grande wraps you in the charm of this unique island. Ready for tomorrow? Stick around—we’re just getting started!
Day 2 Itinerary: Outdoor Adventures
Get ready to experience the natural charm of Boca Grande on this second day of adventure! From biking scenic trails to savoring the magic of the banyan trees at sunset, today is all about soaking in the beautiful outdoors. Here’s how to make the most of your outdoor explorations.
Morning: Bike Rentals and Exploring the Trails
Start your day with a breath of fresh air and a dose of cardio by renting a bike to tour the island. Boca Grande is known for its well-maintained and picturesque trails, perfect for leisurely rides. You can grab a set of wheels from Gasparilla Adventures. They offer a variety of options, from beach cruisers to kid-friendly bicycles.
One of the best trails for exploring is the Boca Grande Bike Path, which stretches nearly seven miles across the island. As you pedal along, you’ll pass by historic landmarks, scenic waterfronts, and charming neighborhoods. Don’t forget water and sunscreen—Florida’s sun doesn’t play around!
Midday: Shelling at Gasparilla Pass
After biking, head over to Gasparilla Pass for a fun and relaxing shelling session. This area, near the southern tip of the island, is a haven for shell enthusiasts. Keep your eyes peeled for treasures like Lightning Whelks, Horse Conchs, and Turkey Wings, plus occasional pieces of sea glass. For beginners, the best times to go shelling are just after high tide or following a storm, when the tides bring in fresh finds.
Be respectful of the environment while shelling. A good rule of thumb? If it’s occupied (you’ll often notice a tiny inhabitant inside the shell), leave it for nature.
Afternoon: Fishing Charters
If you’ve ever wanted to try your hand at fishing, Boca Grande is the place to do it. Famous for its tarpon fishing, the island also offers inshore and offshore options for anglers of all skill levels. You can book charters with experienced guides through services like Gasparilla Outfitters or Anchors Away Charters.
Not feeling the challenge of tarpon? No worries—you can also target snook, redfish, or even grouper depending on the season. Most charters provide all the necessary gear, and some even clean and bag your catch at the end of the day. Trust me, there’s nothing quite like reeling in your own dinner. Who said fishing isn’t zen?
Evening: Stroll Through Historic Banyan Street
Wrap up your day with a peaceful walk along one of the most unique streets you’ll probably ever see—Banyan Street. Towering banyan trees arch across the road, creating a canopy that’s as stunning as it is serene. You can almost hear the trees’ age-old wisdom in the gentle rustling of the leaves.
This historic spot is a favorite for photographers and romantics alike. The unique ambiance, cooled by the shade of these massive trees, makes it feel like you’ve stepped into another time. Learn more about its history to really appreciate the significance of this hidden gem. Pro tip? Come just before sunset for the best lighting to capture its magic in photos—or simply in your memory.
Keep your camera handy, but remember to pause, breathe, and simply enjoy the atmosphere. This isn’t just a walk; it’s a love letter from Boca Grande to anyone willing to slow down and savor the moment.

Tips for Your Visit
Planning a trip to Boca Grande? Whether it’s your first time or you’re a seasoned island enthusiast, these practical tips will help you make the most of your visit. From choosing the best time to go, to packing essentials, and even understanding local etiquette, I’ve got you covered.
When to Visit: Peak Season vs. Off-Season
Timing can make or break a trip, especially in a beach town like Boca Grande. Here’s the deal: peak season typically runs from late fall through early spring (roughly November through April). This is when you’ll experience the most comfortable weather—think mild temps and low humidity. It’s also when Boca Grande truly comes alive with events, open businesses, and vibrant island charm.
On the flip side, summer and early fall can be quieter. Sure, it’s warmer (and you might deal with the occasional afternoon thunderstorm), but you’ll enjoy fewer crowds and lower costs. However, keep in mind that a lot of the shops and restaurants do close down during the off-season.
What to Pack: Beach Trip Essentials
Boca Grande is a sun-drenched paradise, so don’t overcomplicate your packing list. Let me keep it simple for you with these must-haves:
- Clothing: Lightweight shirts, shorts, and flowy dresses for daytime. A light jacket works for cooler evenings.
- Swimwear: Multiple options—because one suit is never enough for a beach trip.
- Beach Must-Haves: Sunscreen (reef-safe, please), sunglasses, a wide-brimmed hat, and a quick-drying towel.
- Footwear: Flip-flops for casual outings and water shoes for exploring rocky shores.
- Extras: Pack a reusable water bottle, a waterproof phone case, and don’t forget a good beach tote to haul it all around.
Not sure if you’ve got everything? Check out this ultimate beach packing list for more suggestions and inspiration.
Local Etiquette and Safety Tips
Understanding Boca Grande’s laid-back vibe is key to fitting right in. The island isn’t just beautiful; it has its own rhythm and habits. Here are a few things to keep in mind:
- Respect Nature: Boca Grande prides itself on its untouched beaches and wildlife. That means no disturbing sea turtle nests or collecting live shells. It’s even illegal to mess with the turtles, so please be mindful.
- Keep It Quiet: Golf carts rule here, not loud motors or blaring music. Locals treasure the calm, so avoid rowdy behavior.
- Turtle-Safe Lights: If you’re enjoying the beach at night, use red or amber lights to protect turtles. Avoid white flashlights and keep light pollution to a minimum.
- Safety First: The Gulf waters are gorgeous but come with common beach hazards like jellyfish. Keep vinegar in your beach bag—it’s great for stings! Also, practice basic water safety (especially near piers and fishing spots). Need more tips? Check this local etiquette and guide.
Boca Grande is about good vibes and sustainable tourism, so a little respect can go a long way toward making your trip truly unforgettable.

Restaurants and Dining Options in Boca Grande
Boca Grande boasts a small but delicious restaurant selection that captures the island’s charm and highlights fresh, local flavors. Whether you’re looking for waterfront dining or grab-and-go convenience, there’s something for everyone. Be sure to check out my other post with a complete guide to the island’s dining spots, but here are a select few:
South Beach Bar & Grill
This iconic beachfront restaurant is a must-visit for visitors and locals alike. Known for its fresh seafood and laid-back atmosphere, it’s famous for dishes like grouper sandwiches, salads, and an extensive selection of drinks. Enjoy stunning views of the Gulf as you dine. Perfect for both lunch and dinner.
The Pink Elephant (“The Pink”)
The Pink Elephant, or “The Pink,” is a Boca Grande classic that offers upscale yet approachable dining. Known for an impressive menu of fresh seafood, juicy steaks, and classic cocktails, this spot blends sophistication with island charm. Its outdoor seating and attentive service make it ideal for special occasions or a cozy meal.
The Temptation Restaurant & Bar (“The Temp”)
For a vintage island vibe and unforgettable culinary experience, The Temptation is a top pick. Their menu features creative Southern dishes, with a focus on fresh seafood, like Florida spiny lobster, and hearty comfort foods. Known for its retro-style bar, The Temp is a go-to spot for a cocktail or an intimate dinner.
Eagle Grille and Miller’s Dockside
Situated at the Boca Grande Marina, this dual restaurant setup offers two distinct experiences. For casual waterside dining, visit Miller’s Dockside, where you can enjoy delicious dishes like burgers, fish tacos, and other favorites. If you’re looking for fine dining, head upstairs to Eagle Grille, which blends elegant flavors with idyllic marina views. Both provide excellent service and a relaxed atmosphere.
Scarpa’s Coastal
A newer addition to Boca Grande’s restaurant scene, Scarpa’s Coastal offers fresh, inspired, coastal Italian cuisine in a chic, welcoming space. Their menu spotlights handmade pastas, delicious seafood, and robust meat dishes. Perfect for a family dinner or a relaxed date night.
Hudson’s Grocery
While not a traditional restaurant, Hudson’s Grocery is a go-to for fresh, pre-made options like sandwiches, salads, and entrees. Perfect for a beach picnic or a quick bite, Hudson’s also stocks an array of specialty items and local goods to enhance your stay.
Whether you’re after an elegant meal, classic seafood, or something quick to fuel a beach day, Boca Grande’s restaurants offer options that cater to every need. Bon appétit!
Enjoy Your Stay
Boca Grande offers an authentic taste of Florida’s charm that’s becoming rare to find these days. Gasparilla Island greets you with its serene beaches, vibrant history, and welcoming community atmosphere. It’s an easy place to fall in love with.
Whether you’re exploring the lighthouse, shelling along pristine shores, or savoring the fresh local seafood, Boca Grande invites you to slow down and truly enjoy the moment. It’s the perfect mix of adventure and relaxation.
If you’re seeking a peaceful getaway with plenty of character, this small island town will deliver. Start planning your trip today—you won’t regret it. What are you waiting for?