Top Naples Private Sightseeing Tours - page 2

Marco Island is a dreamy barrier island off of the Southwest Coast of Florida, a dazzling place to watch the sunset over the emerald waters of the Gulf of Mexico. This private sunset photography tour gives you the opportunity to admire the fiery colors painted while a private photographer captures every moment.

Experience the tranquil magic of a Naples sunset on a private 2-hour cruise. Guided by a local expert boasting over three decades on these waters, you'll discover the Gulf's best-kept secrets and breathtaking views. Listen to information about Naples's history, the wildlife and the area itself.

Cruise into golden hour aboard your own floating tiki bar! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and wind your way through the waterways of Little Hickory Bay as the sky begins to glow. Take in gorgeous waterfront homes and native wildlife along the way — with your choice of route to make the evening your own. Cruise the canals of Port Royal for a closer look at the area's stunning mansions, or stay out on the bay near Tin City for a front-row seat to the action as the sun dips below the horizon. Bring your favorite drinks and snacks along for the ride, play your own playlist through onboard Bluetooth speakers, and enjoy 2 hours of relaxed Florida evening magic on the water with friends. Perfect for birthdays, date nights, or simply unwinding as the sun sets over Bonita Beach.

No matter what level of fishing expertise you possess, this private fishing trip on Lake Trafford is sure to suit you. With your private group, board a boat with your private captain and fishing guide. Cruise Lake Trafford as you try your best to catch fish that call the waters below home. Choose from a variety of tour lengths to better suit your schedule and enjoy the personalized experience of a private tour.

Ahoy Matey! If you are captivated by stories of infamous pirates and legendary mobsters, then this is the tour for you! The Ten thousand Islands are abundant with tales of notorious pirates, nefarious mobsters and legendary ghost ships. On this distinctive tour, you will be regaled with stories of the area, including the legendary lost treasure of the Ten Thousand Islands, ghost ships witnessed by multiple people, the infamous pirate that's known worldwide who used to hide out in the area, and mobster influences in the Everglades. In addition, as you float toward the Everglades you’ll learn why the Canal here was made, and what the notorious local historic hotel was originally designed for. You’ll be taken to an abandoned beach that pirates and swashbuckling buccaneers have lived in days past. This tour is full of rich history, exciting tales and captivating stories, allowing you to walk on the same sand that pirates once roamed. Climb aboard and book your adventure today!

Go beyond a typical sightseeing boat tour and experience the 10,000 Islands through a private, curated adventure designed for influencers, content creators, photographers, and brands seeking unique locations and standout visuals. Your captain navigates away from the crowds to discover secluded beaches, pristine sandbars, remote islands, mangrove waterways, and hidden corners of the Ten Thousand Islands National Wildlife Refuge, with strategic stops for photos and video content along the way. Whether creating travel, lifestyle, swimwear, or brand-focused content, this Private 10k Islands Social Media Influencer Trip can be tailored to match your creative goals, providing the time and flexibility needed to capture remarkable images in one of Southwest Florida's most scenic coastal environments.

Ideal for young anglers brimming with curiosity, this fishing adventure offers a laid-back boat ride through the enchanting mangroves, where wildlife spotting and dolphin watching abound. Kids can reel in whatever’s biting—be it snapper, ladyfish, or even a seasonal shark—without the pressure of trophy hunts. With a relaxed start time, families can enjoy a bit of extra sleep before hitting the water. Safety is prioritized with appropriate life jackets for smaller deckhands. This trip guarantees a boatload of fun, laughter, and unforgettable memories under the sun. Base price includes 4 people. We can take up to 6 people at an additional cost. We also have multiple boats so we can take up to 18 people total.

We want to welcome you to one of the most megadiverse countries in the world, where, by taking advantage of your photography skills, you will discover new destinations and landscapes that this country has to offer, as well as discover unique species of animals and plants.

Architectural Drift Time, Intentionally Taken What to expect This is a quiet, charter designed for conversation, beverages and unhurried time on the water. The voyage is BYOB, Ice and glassware are provided and the experience includes one complimentary bottle of wine to share. Architectural Drift is a quiet, no-wake perspective of distinctive waterfront homes and is designed for guests who appreciate design, craftsmanship, and coastal setting. Your captain brings knowledge of landscape architecture, home design and wildlife you may encounter, hosting the experience with quiet confidence.

Explore the stunning waters of Naples with personalized private boat charters from us. Tailored to your group's interests, these charters provide an intimate experience without the crowds. Choose from dolphin watching, sunset cruises, or custom adventures to savor the beauty of the Gulf at your own pace. Local expertise ensures you discover hidden gems and wildlife encounters along the way. - Enjoy exclusive charters aboard Continuity for a unique coastal experience - Set your own itinerary with options for dolphin adventures and sunset views - Benefit from premium service and equipment tailored for comfort - Captained by local experts for the best wildlife and scenery insights

Enjoy a relaxing 2-hour private fishing adventure designed for families, first-time anglers, and anyone looking for a calm water experience around Marco Island. This customizable fishing trip stays within the protected backwaters and sheltered waters surrounding the island, where your captain selects the best fishing locations based on current tides, weather conditions, seasonal patterns, and available fish. Rather than focusing on a single species, this Captain's Choice experience offers opportunities to catch a variety of inshore fish while enjoying views of Southwest Florida's natural scenery and wildlife. It is an excellent option for young children, beginner anglers, and travelers who prefer a more comfortable outing away from rough offshore waters.

Cruise into golden hour aboard your own floating tiki bar! This private charter is all yours! Departing from the dock in front of The Boathouse Restaurant, set out with a USCG-certified captain at the helm and explore the beautiful waters of Naples Bay and the Gordon River as the sky begins to glow. Take in gorgeous waterfront homes and native wildlife along the way with your choice of route to make the evening your own. Cruise the canals of Port Royal for a closer look at the area's stunning mansions, or stay out on the bay near Tin City for a front-row seat to the action as the sun dips below the horizon. Bring your favorite drinks and snacks along for the ride, play your own playlist through your onboard Bluetooth speakers, and enjoy 2 hours of relaxed Florida evening magic on the water with friends. Perfect for birthdays, bachelorette parties, corporate events, date nights, or simply unwinding as the sun sets over Naples Bay. Up to 6 passengers per tiki boat.

Make Naples yours on a private 90-minute tour for up to 12 riders—perfect for families, friends, and small groups. After a quick safety intro, cruise the flat, scenic streets of Old Naples with your own local guide, setting the pace and route to your vibe. Roll past Third Street South, palm-lit Fifth Avenue South, Tin City, and the waterfront estates of Port Royal, with a signature Naples Bay photo stop—and, if you’d like, we can time your ride for a sunset stop at Naples Pier. Why book: exclusive guide, flexible itinerary, beginner-friendly electric trikes (sit or stand); mopeds available for confident, licensed riders. Helmets included. Low-traffic streets, great photo ops, and plenty of local tips. Book now to lock in your preferred time.

Unwind aboard your own floating tiki bar on this 2-hour private cruise! This charter is all yours! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and soak up the sun while cruising the waterways of Little Hickory Bay. Take in gorgeous waterfront homes and native wildlife along the way, play your own playlist through our onboard Bluetooth speakers, and bring your favorite drinks and snacks to enjoy as you relax on the water, just you and your group. Perfect for birthdays, family outings, or simply unwinding with friends on a beautiful Bonita Springs day.

Come explore the beautiful waters surrounding Marco Island on a private dolphin and eco adventure through the famous Ten Thousand Islands. Cruise through the backwaters and coastal waters of Southwest Florida while keeping watch for wild bottlenose dolphins, manatees, sea turtles, birds, and other native wildlife. Your captain navigates to some of the area's most productive wildlife-viewing locations while sharing insights into the unique ecosystem that makes this region so special. This customizable experience is ideal for families, couples, and visitors of all ages seeking to discover the natural beauty of Southwest Florida. Bring your camera, relax, and enjoy a scenic boat ride through pristine waterways as you search for wildlife in its natural habitat and experience Marco Island from the water.

Cruise the waterways aboard your own floating tiki bar! This private charter is all yours! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and wind your way through Little Hickory Bay and the local canals. Take in gorgeous waterfront homes along the backside of Barefoot Beach — or cruise through the mangroves for a closer look at native wildlife like pelicans and ospreys, with a good chance of spotting a dolphin or two along the way. Bring your favorite drinks and snacks along for the ride, play your own playlist through our onboard Bluetooth speakers, and enjoy 90 minutes of relaxed Florida daytime fun on the water, just you and your group. Perfect for birthdays, family outings, or simply unwinding with friends on a beautiful Bonita Springs day.

Explore the backwaters of the Ten Thousand Islands during a half- or full-day fishing charter from Marco Island. Located just south of Naples, Marco Island is the gateway to a variety of rivers and creeks, the barrier islands, and miles of backcountry shoreline. The captain provides fishing gear, bait, and license, and the boat can accommodate four passengers. Suitable for beginning and advanced anglers.

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering hidden gems and local lore along the way . Explore the vast wetlands of Everglades National Park, encountering unique wildlife and ecosystems . Delve into the rich history and biodiversity of Big Cypress National Preserve . Finally, discover the underwater wonders of Biscayne National Park, from coral reefs to mangrove forests . With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Florida road trips into enriching experiences—download now and let the Sunshine State's natural beauty and history captivate you!

Begin your private charter with a scenic cruise through Naples Bay and the waterways of Port Royal, home to some of Naples' most impressive waterfront estates. From there, your captain will take you to the beautiful shores of Keewaydin Island, a barrier island known for its natural setting, white-sand beaches, and excellent shelling. Once ashore, the time is yours. Swim in the Gulf, stroll along the beach in search of shells, relax in the sun, or enjoy the beach games provided onboard. Your captain takes care of the details while you enjoy the flexibility and privacy of having the boat exclusively for your group. With no crowded tour and no rigid group itinerary, the experience feels relaxed, personal, and entirely your own.

Unwind aboard your own floating tiki bar on this 3-hour private cruise! This charter is all yours! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and soak up the sun while cruising the waterways of Little Hickory Bay. Take in gorgeous waterfront homes and native wildlife along the way, play your own playlist through our onboard Bluetooth speakers, and bring your favorite drinks and snacks to enjoy as you relax on the water, just you and your group. Perfect for birthdays, family outings, or simply unwinding with friends on a beautiful Bonita Springs day.

Cruise Naples Bay and the Gordon River aboard your own floating tiki bar! This private charter is all yours! Departing from the dock at The Boathouse Restaurant, set out with a USCG-certified captain at the helm and take in the beautiful sights of waterfront homes and native wildlife along the way. From there, cruise through the canals of Royal Harbor or Aqualane Shores while sipping your favorite beverage and listening to your favorite playlist on our onboard Bluetooth speakers. Ninety minutes of sunshine, scenery, and good company, no one ever leaves without smiling! Bring your favorite drinks and snacks along for the ride and relax with friends as you take in the best of Naples from the water. Perfect for birthdays, bachelorette parties, corporate events, or simply unwinding with friends on a beautiful Naples day.

Gather your crew for an unforgettable bachelorette party on the Island Hopper, a spacious boat designed for fun in the heart of the Ten Thousand Islands. Encounter wild dolphins as they dance alongside the boat, revel in the tranquility of a private sandbar perfect for swimming and photo ops, and search for unique shells on pristine shores. Led by knowledgeable USCG-licensed captains from Sand Dollar Shelling & Boat Tours, this experience accommodates up to 12 guests, ensuring you celebrate without the tourist hustle. Bring your own drinks and playlist to truly make this day yours. (can add additional guests up to 19 for a fee)

Explore the captivating coastal beauty of Southwest Florida on a sightseeing adventure through the Ten Thousand Islands. Navigate winding mangrove estuaries aboard an intimate boat charter, where you might spot dolphins, seabirds, and manatees. After a scenic ride, arrive at a secluded barrier island to collect seashells, swim in the Gulf's clear waters, and create unique cyanotype sun prints using your natural finds. This eco-friendly outing is perfect for families, couples, and nature lovers looking to unwind and unleash their creativity amidst stunning landscapes.

We aim to set the standard when it comes to experiencing Naples from the water. Enjoy a private and intimate experience on a luxury deck boat with you and your guest.