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20 results
Best Seller
While the sun soaked shores of Siesta Key draw in visitors, don’t forget that Sarasota’s city streets are just as warm and welcoming. Discover this city’s many art galleries, boutique shops, and cozy restaurants while you play this app-based scavenger hunt. Roam around the city in search of items, complete challenges, and answer trivia questions to earn points. Each player has a unique role, so everyone can complete their own interactive challenges.
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Awesome Scavenger Hunt: Sarasota Spectacles
2 hours
from
$12
Likely to Sell Out
Make memories in Sarasota and capture them forever on this private, professional photo shoot. Selfies are great, but it’s nice to have some well angled shots at some of the most scenic spots and beaches in Sarasota, which your professional photographer shows you. Besides showing you the most photogenic spots in town, have a bit of a history and sightseeing tour, too.
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Operator reviews
Private Vacation Photoshoot with Photographer in Sarasota
1 hour
Free Cancellation
from
$154
Price varies by group size
Special Offer
Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, evening tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit several local restaurants, and will enjoy enough samples to add up to a meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.
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(213)
Taste of Downtown Sarasota : Guided Walking History & Food Tour
3 to 4 hours
Free Cancellation
from
$106
$113
Price varies by group size
What makes this sunset cruise truly unique is the unparalleled combination of natural beauty and effortless relaxation, offering more than just a view, but an immersive experience. As the sun dips below the horizon, you're not simply watching a sunset; you're enveloped in the tranquil waters of the Gulf and Sarasota Bay, witnessing the dynamic interplay of vibrant colors reflecting off the water against the breathtaking backdrop of the Sarasota skyline and nearby keys. Beyond the stunning visuals, our comfortable boat, with its ample seating, provides a truly laid-back and intimate environment, perfect for unwinding whether you’re seeking a romantic escape or quality time with loved ones. Adding to this special journey is the potential for magical encounters with playful dolphins in their natural habitat, turning a beautiful evening into an unforgettable moment of wonder.
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5.0
(5)
Private Sunset Cruise
2 hours 30 minutes
Free Cancellation
from
$395
Per group
This interactive highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talented singers as we drive by points of interest that relate to the songs' themes. A bar stop mid-way through offers the chance to meet other guests and have fun together.
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Sing-Along Trolley
1 hour 30 minutes
Free Cancellation
from
$79
For something different than beaches, discover one of Sarasota's most unique communities on an insider’s tour of Pinecraft, an Amish vacation enclave right on the outskirts of town. Led by a guide with personal connections to the local Amish and Mennonite communities, learn about their roots in Florida, traditional customs, and beliefs. You’ll also have the chance to shop for handmade gifts and sample famous pie at an Amish cafe.
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(224)
Amish Experience Trolley Tour: Bridges to Understanding
1 hour 45 minutes
Free Cancellation
from
$80
Special Offer
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!
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Venice City Sightseeing Trolley Tour
1 hour 30 minutes
Free Cancellation
from
$73
$86
Craft a personalized itinerary or rely on the expertise of your captain to showcase the best of Sarasota and its surroundings. Destinations may include iconic landmarks, secluded islands, and popular waterfront attractions. Heading North you can visit Egmont Key or Passage Key in Tampa Bay or heading South there is Venice Island, Stump Pass or Boca Grande.
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Destination and or Special Occasion Cruise
4 to 8 hours
Free Cancellation
from
$595
Per group
Special Offer
Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. While you ride, learn about the vibrant history and culture of the city from your guide.
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City Sightseeing Trolley Tour of Sarasota
1 hour 30 minutes
Free Cancellation
from
$77
$86
Special Offer
Join a tarot reader to explore a side of Sarasota most tourists don’t get to see. From a sound bath at the Crocker Memorial Church with a sound healer to shopping at the Pixie Dust Metaphysical Boutique, your guide will take you through the city on a comfortable trolley, giving a mini tarot and spirit gallery readings on the way.
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Psychic Sundays Tour
2 hours
Free Cancellation
from
$73
$86
Discover the charming allure of St. Armands Circle, once owned by circus magnate John Ringling, on this engaging afternoon tour. Delight in a unique blend of shopping and tasting experiences as you browse stylish boutiques while sampling gourmet tea and olive oil. Enjoy a Mediterranean-inspired sampler plate paired with a glass of bubbles, and explore a luxury art and gift boutique with another glass in hand. Conclude your day with a personal shopping experience or visit the enchanting St. Armands Magical Garden, topped off with a sweet treat to savor the day. - Explore locally-owned shops and boutiques on historic St. Armands Circle - Enjoy a Mediterranean-inspired tasting platter and bubbly - Participate in tea and olive oil sampling for a culinary experience - End with a visit to the St. Armands Magical Garden or personal shopping time
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Operator reviews
St Armands Shop, Sip & Stroll
3 hours
Free Cancellation
from
$95
Likely to Sell Out
Learn about Sarasota’s history of gruesome murders, unexplained happenings, and supernatural events—and immerse yourself in the city’s spooky ambiance—on this haunted trolley tour. Grab a wine or beer, hop aboard the air-conditioned trolley, and set off as your costumed guide regales you with creepy stories. Discover the city’s most supposedly haunted landmarks as you go—and even witness reenactments of macabre past events.
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Haunted Sarasota Trolley: Ghost Stories, Mysteries, Spooky Fun
1 hour 30 minutes
Free Cancellation
from
$92
Special Offer
Sarasota has a history unlike most cities—one that’s embedded with tales of the circus and its special performers. Avoid guidebooks and book this Sarasota Circus Secrets History Tour led by a circus historian. Hear stories and commentary about the city’s performing past and its quirky art and culture scene, including tales of showmen and performers of the circus.
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Circus Secrets of Sarasota
1 hour 30 minutes
Free Cancellation
from
$77
$86
Spend half a day out on the water with this customizable, private boat charter. Choose a departure time that works best for you, make your own way to the start point, and then hop aboard your 25-foot (8-meter) private vessel. On this excursion, you can look out for dolphins and other marine life, stop at a sandbar for sunbathing and relaxing, cool off during a swim, and more—it's all up to you.
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5.0
(37)
Half Day All The Way
4 hours
Free Cancellation
from
$824
Per group
What makes this Sarasota Restaurant/Pub Dock Hop truly unique is its seamless blend of culinary exploration and scenic cruising directly along the intracoastal waterways. Unlike traditional dining experiences, you'll embark on a delectable journey by boat, effortlessly hopping between a diverse array of waterfront restaurants, casual beachside eateries, upscale establishments, and vibrant tiki bars – all accessible directly from the water. The breathtaking cruise itself becomes an integral part of the adventure, offering stunning views of the Sarasota coastline, nearby islands, and the chance to witness a spectacular sunset as you navigate between stops. Adding to its distinctiveness, the tour is entirely customizable, allowing your group to tailor the duration and number of stops to your preferences, ensuring a perfectly paced and personalized libation and culinary exploration.
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5.0
(2)
Dock Hop Cruise in Sarasota
4 to 6 hours
Free Cancellation
from
$595
Per group
On this self-guided bicycle tour, you’ll discover how an unlikely cast of characters – from a Fig Newton millionaire, to platform divers who dodged sharks – transformed a barrier island into a beloved community. You’ll encounter the island’s famous “mosquito jail” – a 1927 lockup with barred windows but no glass, where biting insects proved more effective than bars at deterring crime. You’ll pedal past the Roser Memorial Church, built by Charles Roser, who created the Fig Newton cookie and the process to make it then sold his creation Nabisco for a million dollars in 1890 Along the way, you’ll learn about the making of Hollywood’s 1948 film On an Island With You, and explore Bean Point where the island’s first homesteader settled in 1892. You’ll also ride past sites devastated by 2024’s hurricanes and discover how this community of 1,000 residents rallied to rebuild.
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Anna Maria Island: A Self-Guided Cycling Tour
1 hour to 1 hour 30 minutes
Free Cancellation
from
$10
Special Offer
Let your local guide, who’s also an actor and songwriter, show you around Sarasota on this cabaret-style tour of the city. Start with free wine or beer in the Trolley Cottage Tiki Bar before setting off in an air-conditioned trolley, with stops at Lido Beach in time for sunset, and Sun King Brewery for some craft beer tasting and a tour.
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4.2
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2 Hour Sunset Cabaret Tour in Sarasota
2 hours
Free Cancellation
from
$78
$92
Likely to Sell Out
Discover some of the finest examples of Sarasota architecture and design in a comfortable, air-conditioned vehicle on this tour of the city. Hear about styles like Art Deco, Mediterranean Revival, and Mid-Century Modern with the help of your local tour guide. It’s a great experience for locals and tourists alike to learn more about Sarasota.
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4.9
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Sarasota Architecture Tour
1 hour 30 minutes
Free Cancellation
from
$80
Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning, premium audio systems, and spacious lounging areas. Whether you're soaking up the sun, enjoying breathtaking views, or exploring the vibrant wildlife of St. Petersburg, every moment is tailored to your dream day on the water. Join us for an unforgettable journey—book your luxury boat adventure today!
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Half Day Luxury Boat Tour in Bradenton with Snorkeling
4 hours
Free Cancellation
from
$700
Price varies by group size
Special Offer
Learn all about Sarasota’s most famous women, including Rose Wilson, Bertha Palmer, and more, on this entertaining group tour, where the guides dress up in period costumes. Easily find your guide and group, then get settled into your air-conditioned vehicle. All the logistics are taken care of, so you just need to show up ready to learn about some influential Sarasota women in a fun way.
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Leading Ladies of Sarasota
1 hour 30 minutes
Free Cancellation
from
$73
$86
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