Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor. Guests will travel in our air-conditioned trolley.

If you've ever wanted to witness the wonder of manatees in their natural habitat, our Manatee Discovery Tour is the perfect choice for you. What sets our activity apart is the opportunity to embark on a kayaking journey specifically designed to encounter these magnificent creatures. Led by our experienced naturalists, our small group guided tours last for 2 hours and take place in the Anna Maria Island/Bradenton area, where manatees are commonly spotted. As you explore the serene waters, keep your eyes peeled for not only manatees, but also dolphins, ospreys, and other local wildlife that may make an appearance. It's an extraordinary experience, so come join us and create memories that will last a lifetime.

You will explore the Gulf Coast and the beautiful back bay. We will cruise the crystal clear waters to look for manatees grazing (seasonal) and dolphins playing. At a low tide you can often view wading birds on the exposed grass flats. Bring your day to a perfect end by watching the sun's magnificent reflection on the water as it slowly sinks beyond the horizon. *We have a 6 passenger minimum for our public tours to leave the dock, in the unlikely event that we do not meet that requirement we will do our best to reschedule you or give you a full refund if your trip is unable to go out.*

The 2 seater CraigCat Catamarans! It’s a unique watercraft that is in a class of its own with its Compact Boats. It’s the world’s finest and only compact power catamaran of its kind on the market. The ergonomic, side-by-side seating and dual-action controls provide an incredible, one of a kind experience you can only get with a CraigCat. When it comes to a sporty runabout vessel, no one does fun like CraigCat.

What sets our kayak adventure apart is the incredible variety of marine life you'll encounter! Dolphins, manatees, birds, fish, and shells galore! As we paddle to the island oasis, keep your eyes peeled for playful dolphins and gentle manatees. Once we arrive, we'll explore the clear waters, giving you the chance to snorkel and witness the vibrant marine life beneath the surface. And let's not forget the treasures of beautiful shells waiting to be discovered! This tour is perfect for adventurous paddlers. Get ready for an unforgettable experience!

Visit the only place in the world that the Amish and Mennonite communities come to vacation en masse and learn about their culture with your tour guide. On this tour, the goal is to create a “bridge of understanding” about these wonderfully unique and close-knit communities. You will learn about the history of their religious beliefs, values, traditions and practices of daily life. Visit Pinecraft, where 500+ Amish and Mennonite families live year-round and where 5,000+ return each season from Ohio, Pennsylvania and Indiana to vacation. Enjoy stops at Alma Sue’s Quilt Shop, The Carlisle Inn and Der Dutchman for shopping and a delicious pie shooter! Gain a new appreciation of the rich culture on this Tripadvisor Certificate of Excellence-rated tour. *During April there may be variations of the tour because typically many of our Amish tourists have returned home, therefore we may visit a local Amish furniture maker to learn about carpentry and its importance to their culture.

What sets our sunset dolphin tour apart is the magical experience of witnessing these incredible creatures in the golden glow of the setting sun. As you kayak through the picturesque blue waters surrounding Anna Maria Island (AMI), Bradenton, and St. Pete on Florida's gulf coast, you'll have the opportunity to encounter pods of dolphins up close, creating unforgettable memories. Our knowledgeable guides will provide fascinating insights into the behavior and habitat of these majestic animals, making this tour a truly unique and intimate experience. Join us for a journey of beauty and wonder as we explore the coastal wonders during the enchanting sunset hours.

What sets our mangrove kayak tour apart is the unique opportunity to explore the stunning Robinson Preserve. Glide through the calm waterways, surrounded by the beauty of the mangroves. You'll be in awe of the incredible variety of native birds, fish, and other wildlife that call this place home. Plus, we'll take you up a giant observation tower for breathtaking views and photo ops. Our knowledgeable guide will share fascinating facts about the area and the wildlife you encounter along the way. It's an adventure you won't want to miss! Please note that we use tandem kayaks. If there is a solo customer or odd numbered group we will set up one single kayak to accommodate. Please call with any questions or requests.

Fun, interactive murder mystery theater on the trolley! Someone has murdered the Circus Queen...and suspects abound among the circus folk on board. Everyone seems to have a motive. Wear a circus costume if you wish, find yourself among the suspects, and help our sleuths to solve the mystery! There is no acting. You are only reading lines in a script for speaking parts or wearing a prop for non-speaking roles. In order for the show to work we highly encourage guests to participate- it’s easy and very fun! Our roles are cast in advance, so please contact us Please arrive at least 30 minutes before the tour leaves. Trolleys leave at your scheduled time. If you don't arrive within 5 minutes of departure time, we reserve the right to resell your ticket.

Step aboard the trolley for a thrilling and historical musical journey through Sarasota’s eerie past with Lady Melody & Mystery Spirits! Hear stories about famous murders, visit spirited buildings, and explore unsolved crimes during this 75-minute, air-conditioned nighttime tour. Haunted Sarasota Tour runs nightly in October. Prizes for best costumes, so come dressed to kill! This is not a scary or paranormal tour. It is a fun, historical ghost tour of haunted buildings in Sarasota! Tour includes complimentary beer or wine for guests 21+ at the Trolley Cottage Tiki Bar before boarding. ALL guests must be 12+. Every guest must have a paid ticket in order to board. FREE Parking! PLEASE NOTE: Video, audio and film recording of any performance by patrons is strictly prohibited.

Discover Circus City USA’s secret places and charming stories on this unforgettable tour! It is a tour of the circus history in Sarasota and provides a wonderful historical perspective of the impact the circus has had in our area. Stop by circus landmarks with your engaging tour guide, Bob Collins (former marketing executive for Ringling Bros. and Barnum & Bailey Circus), who tells stories about the colorful cast of circus characters, showmen, and performers who called Sarasota home. Meander through historic neighborhoods such as Indian Beach, Payne Park, and Downtown’s Main Street to learn about the rich history of Ringling Bros. and Barnum & Bailey, which moved its Winter Quarters to Sarasota in 1927. Explore several remaining sites intimately involved in Sarasota’s circus history including John Ringling’s private rail car “Jomar,” the Little People’s Houses and many more circus “secrets” hidden in plain sight! This 90-minute tour is a fun-filled adventure in Circus City USA!

Sarasota is home to an amazing architectural legacy. On this 105-minute air-conditioned tour, guests will visit some outstanding examples of architecture and design, with tours featuring three of the city’s most distinctive styles: Art Deco, Mediterranean Revival, and Mid-Century Modern (featuring the "Sarasota School" of architecture, a regional adaptation of 20th-century International Style modernism that flourished in Florida from the 1940s to the 1960s.) These tours sell out weekly so book early!

The only Glass Bottom 100% Clear Kayak tour in Sarasota, Florida. Experience kayaking with a completely clear view into the ocean. We search for sea shells, star fish, manatee, dolphin, and other exciting sea life! Don't miss your chance to have the best view possible. Make sure to wear something you can get wet! All Kayaks are Tandem unless weight issue or odd Number in bookings 425lbs Tandem, 350lbs Solo per Clear Kayak Larger Weight Limit boards available

Sarasota has an outstanding collection of public art pieces. On this 90-minute tour aboard our enclosed, air-conditioned trolley, visit more than 50 of the city’s public art sculptures, monuments, and murals in charming neighborhoods and downtown Sarasota. Your guide, painter and public art expert Jerome Chesley, helps you see the city through new eyes!

Join us on Tuesdays January-April for our NEW Venice, FL Tours! Experience a full day of fun on our 10 AM Venice City Sightseeing Tour or our 1 PM Circus Secrets of Venice tour. Discover the history, landmarks, neighborhoods, natural beauty, and things to do in Venice, FL on the Venice City Sightseeing Tour! Offered in partnership with Venice Florida Tours guides. Tours depart from the Venice Area Chamber of Commerce – 597 S Tamiami Trail, Venice, FL 34285. ALL guests must be ages 10+. Every guest must have a paid ticket in order to board. Tour ticket includes FREE Parking!

Actress and tour guide Kathryn Chesley specializes in donning period costumes and portraying Sarasota's most influential women -- Mable Ringling, Marie Selby, and Bertha Palmer -- and telling the story of the Sarasota and how each of these women and their unique contributions helped to make the city what it is today. The past comes to life in an informative and entertaining way on this historical 90-minute city trolley tour led by costumed guide, Kathryn Chesley, as she plays the parts of Mable Ringling (wife of John Ringling), Marie Selby (wife of William Selby and Philanthropist), or Bertha Palmer (Rancher and Developer) on alternating tours. Find out what Sarasota was like 100 years ago through the eyes of each of these impactful women during the time they lived here. See the historical places in Sarasota and learn about its key development. Each week’s air-conditioned tour features a different leading lady founder and focuses on her unique contributions to Sarasota.

What makes this experience unique is where you get to paddle — the Jim Neville Marine Preserve and out toward Midnight Pass, one of Siesta Key’s most beautiful natural areas. With a self-guided kayak or paddleboard rental, you’re not locked into a tour schedule, so you can truly take your time and soak it all in. Some guests love lingering in the mangroves, gliding through calm water and exploring little side areas. Others want more time posted up at the beach shelling, swimming, or just relaxing in the sun. The best part is: it’s completely up to you. This area is also a favorite for wildlife watching. Keep your eyes open for dolphins cruising through, manatees (seasonal), and plenty of bird life along the shoreline and mangroves. We’ll have your gear ready to go and provide a map plus local tips so you can choose the best route for the day’s conditions and the kind of adventure you’re looking for.

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure with as you reel in the catch of the day during their 4-hour inshore fishing trips in the stunning Sarasota Bay. Experience the angler's paradise on Anna Maria Island's Bean Point with 6-hour trips, where you'll have a chance to hook impressive game fish against the backdrop of breathtaking coastal scenery. Dive into the depths of the Gulf of Mexico's fish haven during' 8-hour fishing excursions, exploring the 1, 3, and 7 Mile reefs, where the sea comes alive with a diverse array of marine species waiting for you to make your biggest catch yet.

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure as you reel in the catch of the day during their 4-hour inshore fishing trips in the stunning Sarasota Bay. Experience the angler's paradise on Anna Maria Island's Bean Point with 6-hour trips, where you'll have a chance to hook impressive game fish against the backdrop of breathtaking coastal scenery. Dive into the depths of the Gulf of Mexico's fish haven during' 8-hour fishing excursions, exploring the 1, 3, and 7-mile reefs, where the sea comes alive with a diverse array of marine species waiting for you to make your biggest catch yet.

At SeaEO Luxury Boat Charters, our commitment to excellence, skilled captains, and top-tier vessels set us apart. Just like choosing a five-star resort over a budget stay, our charters offer unmatched sophistication and comfort—all at an unbeatable value. Discover the magic of Bradenton aboard our private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Ample Seating for Relaxation and Socializing ⇛ Climate-Controlled Cabin that Opens Up for Fresh Air ⇛ Sunbeds for Soaking Up Rays ⇛ Dining Areas for Meals on the Water ⇛ Smooth Ride, Perfect for Guests of All Ages ⇛ Cozy Estate Room for Naps ⇛ Plenty of Shaded Spots for Comfort ⇛ Children's & Infant Life Jackets Experience the ultimate in nautical luxury on your next Bradenton adventure.