10 Sightseeing Tours in Clearwater That You Shouldn't Miss

February 23, 2022 Mikaela Didonna

Home to some of the best beaches in America, Clearwater is a great family beach destination. Sure, it’s in Florida, but it’s not Giant Rodent Florida (a.k.a. Orlando) or Crazy Spring Break Florida (a.k.a. Fort Lauderdale). Rather, it’s Calm, Old-Fashioned Florida… which is something worth seeing. Oh, and the weather’s outstanding.
Restaurants in Clearwater

1. Helicopter Tour of Clearwater Beaches

1000 N Hercules Ave, Clearwater, FL 33765, USA Tampa Bay Aviation
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5.0 based on 3 reviews

Taking off from Clearwater Airpark just minutes from the beach this flight will give you a birds-eye view of some of the top-ten most popular beaches in the world. The sand is a beautiful white, the marine life is plentiful, the barrier islands are pristine and the thrill of flying over it all is something you will never forget. Don't forget your camera.

Inclusions: Licensed guide

Exclusions: Gratuities

Reviewed By thecarsonclan

This way a surprise for the wife for our anniversary, and it was a complete success. I believe our pilot was Grace, but regardless she did a fantastic job. Would recommend to anyone wanting to try a helicopter tour of the southern Pinellas beaches.

2. Helicopter Tour of Clearwater Beaches, Sand Key and Belleair Country Club

1000 N Hercules Ave, Clearwater, FL 33765, USA Tampa Bay Aviation
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5.0 based on 8 reviews

Vaulting into the sky from Clearwater Airpark just minutes from the beach then glide thru the sky for a birds-eye view of the famous Pier 60 boardwalk and some of the most beautiful beaches in the world where you can expect to see Sea Turtles and endangered birds. Then zip over to the Belleair Golf course to see the famous maniucured fairways and greens of Florida's first golf course. The sand is a beautiful white, the marine life is plentiful, the barrier islands are pristine and the thrill of flying over it all is something you will never forget. Don't forget your camera.

Inclusions: Licensed Tour Guide

Exclusions: Gratuities

Reviewed By thecarsonclan

This way a surprise for the wife for our anniversary, and it was a complete success. I believe our pilot was Grace, but regardless she did a fantastic job. Would recommend to anyone wanting to try a helicopter tour of the southern Pinellas beaches.

3. Private Boating On The Hurricane Deck Boat - Clearwater Beach

A Boat Day
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5.0 based on 289 reviews

THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 6 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deckboat 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, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

Inclusions: Fuel surcharge, Local taxes, Bottled water, All activities, Professional guide, Pickup and drop-off from designated meeting points, Private tour

Exclusions: Gratuities

Reviewed By abbeym340

We came on the for my bachelorette party and had the best time! Captain Matt took us to see the dolphins and then an island to hang out on. Everything was amazing and I highly recommend Captain Matt! Can’t wait to come back!

4. Amazing views of Pier 60 and Clearwater beach by helicopter!

1000 N Hercules Ave, Clearwater, FL 33765, USA Tampa Bay Aviation
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5.0 based on 3 reviews

Departing from Clearwater Airpark just minutes from the beach, what a view from above! Iconic Pier 60 features a boardwalk, fisherman and boats galore, a marina with yachts, a park, and beautiful beaches. The sand is a beautiful white, the marine life is plentiful and you cannot beat the thrill of flying over it all.

Inclusions: Private transportation

Exclusions: Gratuities

Reviewed By thecarsonclan

This way a surprise for the wife for our anniversary, and it was a complete success. I believe our pilot was Grace, but regardless she did a fantastic job. Would recommend to anyone wanting to try a helicopter tour of the southern Pinellas beaches.

5. Fantastic Helicopter Tour- Tarpon Springs, Clearwater beaches & Caladesi Island

1000 N Hercules Ave, Clearwater, FL 33765, USA Tampa Bay Aviation
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5.0 based on 3 reviews

Departing from Clearwater Airpark just minutes from the beach, head north towards the famous Tarpon Springs Sponge Docks. Fly by Pinellas County’s largest lake on the way to the Anclote River. Continue south along the coast over the beautiful waterfront mansions of Palm Harbor and Crystal Beach then glide over Clearwater Beach, Honeymoon Island, and Caladesi Island like you never have before! The sand is a beautiful white, the marine life is plentiful, the barrier islands are pristine and the thrill of flying over it all is something you will never forget. Don't forget your camera.

Inclusions: Experienced guide

Exclusions: Gratuities

Reviewed By thecarsonclan

This way a surprise for the wife for our anniversary, and it was a complete success. I believe our pilot was Grace, but regardless she did a fantastic job. Would recommend to anyone wanting to try a helicopter tour of the southern Pinellas beaches.

6. Private Clearwater Beach Day Trip

You-Planet LLC
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5.0 based on 2 reviews

Want to Spend the day at the beach, but not to be left there for hours and hours? We provide door to door service. We will meet your group at the desired pickup location and start your day. Do you need a grocery stop? No problem before heading to the beach we will make sure you have what you want or need. Multiple pickup locations within a 15-mile radius will incur a small $15 fee per pickup, so it's better to have your group together.

Inclusions: Bottled water, Towels, Beach Chairs, Air-conditioned vehicle, WiFi on board, Private transportation

Exclusions: Gratuities, $15 fee per pickup for locations within a 15-mile radius, Additional Hours - $20 per hour

Reviewed By gloriahallmon

This was a 5 star experience, Andrew was the absolute best. Everything was so easy. He took care of everything. He drove and we played games and enjoyed ourselves. I would recommend Andrew and this experience for any group wanted to go to the beach.

7. Private Boating On The Platinum Funship! - Clearwater Beach

A Boat Day
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5.0 based on 54 reviews

THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 8 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Platinum 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, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

Inclusions: Bottled water, Fuel, Guide, Private tour

Exclusions: Gratuities

Reviewed By abbeym340

We came on the for my bachelorette party and had the best time! Captain Matt took us to see the dolphins and then an island to hang out on. Everything was amazing and I highly recommend Captain Matt! Can’t wait to come back!

8. Private Boating On The Funship - Clearwater Beach

A Boat Day
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5.0 based on 106 reviews

THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 8 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 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, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

Inclusions: All activities, Local taxes, Pickup and drop-off from designated meeting points, Private tour, Professional guide, Bottled water, Fuel surcharge

Exclusions: Gratuities

Reviewed By ErinS654

We came to Clearwater for a bachelorette party or 8. Our boat was awesome and captain Andy was great and made sure we had a good time. Highly recommend!!

9. Little Toot Dolphin Adventure at Clearwater Beach

25 Causeway Blvd, Clearwater, FL 33767, USA Little Toot Dolphin Adventures
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4.9 based on 2,419 reviews

Adults and children of all ages love the Little Toot because of our “tug boat” shape and power, we create a huge wake that Dolphins love to jump and play in. The Little Toot offers closer dolphin sightings because the boat is lower to the waters edge. We provide a narrated sightseeing tour of Clearwater Harbor and the Gulf of Mexico.

Inclusions: Narrated Tour with Guide

Exclusions: Gratuities, Parking - Available at the Marina Parking Lot for a small fee, Beer, wine, soda & water available for purchase (cash only)

Reviewed By Lindsey Y

Last minute my husband and I decided to take our daughter and quite frankly ourselves on a dolphin siting tour. Of the many different boats and charters that you can pick we are here to tell you that little toot is truly outstanding and one of a kind! Captain Will and Liz are the best- most informative- down to earth folks you’ll want to spend all day with them! The wake of little toot is large and so fun for the dolphins to splash in ... you’ll know what I mean when you choose little toot!

10. 2 Hour Sunset Cruise in Clearwater, Florida

200 Seminole St, Clearwater, FL 33755, USA Clearwater Sunset Boat
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4.9 based on 54 reviews

Our Evening Sunset Cruise is a 2 hour cruise of the Intracoastal Waterway, Clearwater Pass, and into the Gulf of Mexico (weather permitting). Your crew will point out interesting Gulf Coast sights, including the ICW's abundant dolphins! Our boat is a 46-foot long, 2 deck vessel certified by the Coast Guard to carry 49 passengers. We limit cruises to 35 people to ensure a comfortable and spacious cruise for all guests. A complimentary champagne toast is included for all guests age 21 and over. Beer, wine, hard seltzers, and soft drinks are available for purchase while on board. Please note - the boat departs at the listed time. Please arrive 15 minutes prior to facilitate check-in and boarding.

Inclusions: Restroom on board

Exclusions: Alcoholic Beverages, Bottled water, Soda/Pop

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