Top Clearwater Private and Luxury - page 2

Embark on a sky-high adventure that will show you Clearwater from a whole new perspective. You’ll enjoy an unforgettable private helicopter ride with a professional crew that ensures your safety. Soar across Clearwater Beach’s sparkling blue water and white powder sand, enjoy a bird’s eye view of the famous Pier 60 fishing pier, and sweep above Florida’s first golf course at the scenic Bellair Country Club.

Looking to make beach memories? Our Express Photoshoot is perfect for couples, families, and solo travelers who want stunning photos with expert posing guidance in less time. In just 30 fun-filled minutes, your photographer will guide you through easy, flattering poses. No experience needed! Whether you're celebrating a milestone, marking your vacation, or just want beautiful sunset shots, we've got you. At the end of the session, your photographer will deliver your favorite 4 fully edited, digital images from the session, with the option to purchase more. No pressure. No obligation. Just stunning beach memories.

The original Tarpon Springs ghost tour. Led by screenwriter and local guide Ace Chapman. Real history. Real true crime. No theatrics. This walking tour covers the story of Marshal Ruben Jones — described by a former Mayor as "the toughest, meanest, killingest man" in Tarpon Springs. Elected Marshal for 12 straight terms. Shot a man in the back at Spring Bayou. Tried and acquitted. Found with 80+ bullet wounds on a hunting trip. Case unsolved. His gold badge is at the Tarpon Springs Police Department. Guests use dowsing rods at the historic Train Depot and a spirit box during select moments. Many have heard their own names. There is also Mary — a documented spirit who responds to Ace on demand. Her story is shared on the tour. No costumes, no actors, no fake equipment. The original Tarpon Springs ghost tour. Running since 2023. Badge of Excellence on Viator.

Paddle around Clearwater Beach with the help of a guide to help you spot some amazing local wildlife as you soak up the sights of the sea. Keep your eyes peeled for dolphins and manatees from your transparent kayak while your CPR and first-aid-trained tour leader helps you make memories to last a lifetime.

End your day on the water with one of the most memorable experiences along Indian Rocks Beach. This laid-back sunset cruise takes you through quiet, hard-to-reach waterways where dolphins are often spotted playing and feeding in their natural habitat—something you just won’t see from shore. As the sun begins to dip over the Gulf, you’ll be cruising on a spacious, comfortable pontoon with plenty of room to relax. Stretch out on the deck or unwind under the shade as the sky fills with color and the coastal breeze sets the tone for a perfect evening. With a friendly local crew who knows these waters inside and out, every trip feels personal, smooth, and unhurried. It’s the perfect mix of scenic beauty, wildlife, and classic Florida sunset vibes—ideal for couples, families, or anyone looking to wind down with an unforgettable view. Please note: All guests will be required to sign a waiver prior to departure.

Experience Clearwater Beach like never before on a guided clear kayak tour! Paddle through the sparkling turquoise waters and explore the scenic waterways in a completely transparent kayak, offering unparalleled views of the underwater world. This is a family-friendly adventure is perfect for all skill levels. Keep an eye out for dolphins, manatees, and other fascinating marine life as you journey from the dock area to a beautiful sandbar. Our knowledgeable guides will share intriguing stories about the local ecology, wildlife, and the history of Clearwater Beach, making this an unforgettable experience.

Explore the waters of Clearwater on this island hopping and dolphin watching cruise. Travel by motor boat through the bay, with time to stop at a shallow sandbar for swimming and relaxation. The BYOB format and onboard music create an upbeat social setting, while the guided route offers a convenient way to enjoy Clearwater Beach from the water.

Take to the water and leave the crowds behind on this private, half-day boat tour led by a captain from Florida’s Clearwater Beach. Explore the coastline, look out for dolphins, and take a dip in the water before cooling off with ice cooler and bottled water included. Enjoy the flexibility to customize your itinerary with island hopping, stops at beach bars, sunbathing time, or more – it’s all up to you.

Soak up some of Florida’s most spectacular beachy scenery, and enjoy a relaxing excursion out on the water, on this private boat charter. Hop aboard the 27-foot (8-meter), double-decker boat. Depending on your preferences, you can visit barrier islands and comb for seashells, swim and snorkel, relax on board and spot wildlife, and more.

Learn all about the fishing and sponging industry in Tarpon Springs with this guided tour along the Florida city's Sponge Docks. You'll also learn all about the Greek-American community here in the city and even get to sip on thick, dark "mud coffee" while snacking on traditional Greek pastries.

Explore the Anclote River on a guided kayak eco tour with a small group. Follow your wildlife expert guide as you paddle through the mangroves, keeping an eye out for wildlife such as dolphins, manatees, and bald eagles. Learn about the unique ecosystem and stop at the historic Tarpon Springs Sponge Docks along the way.

Experience Clearwater Beach like never before on your guided two-hour Dolphin Kayak and Island Excursion departing directly from Shephard’s Beach Resort. Paddle through calm Gulf waters as you search for wild dolphins, observe the natural beauty of Bird Island, and enjoy fascinating coastal history shared by local guides. Guests may also spot gentle manatees and sea turtles while enjoying Clearwater’s famous crystal-clear waters and shallow sandbars. Perfect for beginners, families, and adventure seekers looking for an unforgettable experience on the water.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

Take your booze cruise to the next level and hop on a floating tiki bar on Clearwater Beach. Gently float on the Gulf of Mexico while enjoying your favorite cocktail and admiring the natural landscape of Florida’s coast. Bring your choice of beverages and snacks on board and play your favorite tunes with the provided Bluetooth speaker for a relaxing day on the water.

* PRICE IS PER TANDEM KAYAK FOR 2 PEOPLE! * Experience the best kayaking adventure in Clearwater Beach, FL! Our 2 1/2-hour guided kayak tour takes you from North Clearwater Beach to a picturesque spoiler island in the heart of the intracoastal waterway. Paddle in comfort with our top-rated kayaks, specifically designed for smooth and stable navigation in the calm waters of the area. You will not flip over in our kayaks. During your journey, you’ll pass by stunning waterfront homes, lush landscapes, and encounter local wildlife, offering you a unique perspective of Clearwater's natural beauty. Once we reach the spoiler island, you’ll have an hour to relax, swim, play beach games, or explore the island at your leisure. We provide everything you need for an unforgettable adventure, including towels, a Bluetooth speaker for your favorite tunes, beach games, and a cooler stocked with refreshing water and snacks. Book your Clearwater Beach tour today for an unforgettable experience!

Explore the Florida coast aboard your own boat with this half- or full-day charter. Sit back and relax as your guide takes you past barrier islands and unspoiled beaches on the Gulf of Mexico. Spend your day basking in the Florida sun, swimming in the warm waters, and searching for local marine life. This rental is great for special occasions or just a fun day on the water.

Explore beautiful Tarpon Springs with this hassle-free tandem kayak tour, where your guide takes care of all your gear and navigation, so you can just enjoy the experience. Spot wildlife with your guide’s help, who makes sure you don’t miss anything. Also stop by Tarpon Springs’s Historic Sponge Docks, and make sure to bring some home for useful souvenirs.

Experience the charm of Downtown Dunedin on a small-group walking tour that blends history, culture, and local flavors. Uncover fascinating stories and unique highlights of this picturesque Main Street community along the Intracoastal Waterway. Indulge in delectable brunch, lunch, and drinks, including alcoholic beverages, and discover Dunedin’s vibrant scene in the most delightful way.

Take a tour of one of Florida's handful of wineries on this excursion in Clearwater. Follow your guide through a tour of the winery whilst you learn about wine production methods. Then, enjoy a tasting of three onsite-produced wines. Nibble charcuterie as you go to keep your palette neutral so you are able to pick up on the unique flavor profiles.

Discover the beautiful beaches and waterways of Florida’s Gulf Coast with ease on this half-day private boat tour. Stops include Caladesi Island, Anciote Key Preserve, and Honeymoon Island state parks, where you can relax on the beach and play in the water with the provided water floats and water mats.

You'll learn abot the history of Tarpons early days and the Victorian influences, which still graces Spring Bayou. You'll arrive at the historic train depot and learn aabout the lives and lifestyles of he residents of the "Venice of the South"

Travel effortlessly from Orlando to the stunning Clearwater Beach, known for its award-winning, sugary white sands and serene, crystal-clear waters. This transportation service caters to all resorts, Airbnbs, and private homes in Orlando, ensuring a smooth and convenient journey. Upon arrival, explore a vibrant atmosphere filled with diverse dining options, from casual beach bars to fine eateries, making for a perfect day of relaxation and enjoyment by the sea. - Convenient pickup from your Orlando location, including resorts and private homes - Experience the beauty of Clearwater Beach without the hassle of driving - Enjoy a variety of restaurants, bars, and eateries near the beach - Perfect for families, friends, and beach lovers seeking a day of fun and sun

Spend a fun day out on the water aboard the Funship during this excursion from Clearwater, Florida. Board your private vessel, complete with a built-in slide, and explore the waterways, islands, and beaches. Whether you want to soak up the sun, swim, shell on nearby beaches, or even go snorkeling, your day is spent how you want it.

Have a relaxing, fun day aboard this double-decker boat for a tour led by an experienced captain, who can sail you to some of the best spots in the area with your private group. Explore peaceful barrier islands, slide off the top deck to take a dip, and try your luck spotting wild dolphins for an unforgettable four hours.