Top Naples Sightseeing Tours - page 5

Slow Burn Time Intentionally Taken. What to expect This is a quiet, no-wake charter designed for cigars, conversation, and unhurried time on the water. The two-hour experience is often enjoyed with a glass of bourbon or a drink of choice. Guests are encouraged to bring their own cigars. If forgotten, Gentle Wake provides one complimentary cigar per passenger from a curated sampler. The charter is BYOB, with ice and glassware provided, and hosted by a captain who maintains a relaxed, unobtrusive presence.

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.

Savour Sunset Where Day Softly Ends What to expect This is a relaxed evening charter centered on reaching the beach in time for sunset. The experience is intentionally simple and unhurried, offering space to take in the light, the water, and the close of the day. The charter is BYOB. Ice and glassware are provided, and the experience includes one complimentary bottle of wine to share, along with a thoughtfully prepared fruit and cheese platter. Guests are welcome to bring their drink of choice and settle into the moment as the sun lowers and the day comes to rest. No rush. No performance. Just water, light, and evening.

Discover Naples at golden hour on a relaxed 90-minute Sunset Tour by electric trike (sit or stand) or moped. After a quick safety intro, glide the flat, scenic streets of Old Naples—past Third Street South, palm-lit Fifth Avenue South, Tin City, and the waterfront estates of Port Royal—with a friendly local guide sharing bite-size history and photo tips. We’ll pause for a signature Naples Bay photo, then stop at the Naples Pier to watch the sky glow over the Gulf. Trikes are beginner-friendly; mopeds require a valid driver’s license. Small groups keep the pace easy, helmets are included, and routes use low-traffic city streets. Meeting point: Shoppes At Dockside, 1100 Sixth Ave S, Suite 13. Sunset departure times vary seasonally—book now to lock in your perfect golden-hour ride.

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!

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.

Sandy Toes and Shells Barefoot Mornings on a Secret Beach What to expect Sandy Toes is a relaxed morning excursion to a quiet stretch of beach where the Gulf regularly leaves behind beautiful shells along the tide line. Your captain will bring the vessel ashore so guests can step off and explore the shoreline at their own pace. Some guests search for shells, others stroll barefoot along the water’s edge or simply enjoy the calm of a quiet beach morning. There’s no rush and no agenda — just open sand, salt air, and the simple pleasure of a slow morning on a meditative shore. This is the most restorative tour of Gentle Wake.

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.

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.

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.

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.

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.

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.

Sail in luxury on our first in class tri-toon, and down the historic Faka Union Canal, through the lush and rugged mangroves. Wind through the mesmerizing Ten Thousand Islands and out to one of the many beaches that make up this mystical and magical landscape. The beaches we travel to aren't like typical crowded SWFL beaches, we venture to secluded and rarely occupied areas that possess great beauty, bountiful shells and a relaxing setting. Unlike most tours in Naples, Marco and Goodland, we offer a better and unique eco tour experience while travelling through the Everglades. Keep an eye out on this Eco Tour! You may be lucky enough to spot the many dolphins, manatees, sea turtles, alligators, salt water crocodiles and other marine wildlife that makes this area so extraordinary. See for yourself why the Ten Thousand Islands are like no other place on earth.

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 spend three relaxed hours taking in the best of Naples from the water. Wind through the canals of Port Royal to admire the area's beautiful mansions, and keep an eye out for wildlife along the way. With three hours on the water, there's plenty of time to soak up the sun, snap photos, and simply enjoy the ride, don't worry, this 3-hour tour won't strand you on Gilligan's Island! Bring your favorite drinks and snacks along for the ride, and play your own playlist through your onboard Bluetooth speakers as you relax with friends. Perfect for birthdays, bachelorette parties, corporate events, or simply unwinding with friends on a beautiful Naples day.

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.

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.

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.

Discover the serene beauty of Marco Island on a private 2-hour sunset tour, where tranquil waterways meet stunning coastal views. Cruise through calm bays and into the Gulf while watching the sky transform with the colors of sunset and keeping an eye out for local wildlife along the way. Ideal for couples, families, and nature lovers, this relaxing experience offers a peaceful way to appreciate the natural landscapes of Southwest Florida. With departure timed to maximize sunset viewing, this tour showcases a quieter side of Marco Island beyond its fishing adventures.

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

Discover the beauty of shelling in the serene Ten Thousand Islands, surrounded by tranquil waters and rich wildlife. Join an eco-friendly shelling tour that prioritizes environmental stewardship while you hunt for unique treasures along secluded beaches. With options for private or shared tours, enjoy personalized experiences led by Captain Jim, a seasoned guide with extensive local knowledge. Each tour includes refreshments and tools to enhance your shelling adventure, all while fostering a spirit of conservation. Perfect for families and nature lovers, make unforgettable memories in this untouched paradise. - Choose from 3, 4, or 6-hour private tours or 4 and 5-hour shared tours - Includes shelling bags, water, hand rakes, and eco-friendly practices - Explore secluded islands known for their unique shelling opportunities - Led by an experienced local captain dedicated to preserving marine ecosystems

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.

Embark on private eco tours and shelling trips in the serene backwaters, discovering hidden gems of nature and viewing dolphins, manatees, and various species of birds and wildlife. We can customize our trip to include sightseeing, beach stops, and different dining options.