cool shore excursions®
Top activities
Top landmarks
Trip ideas
Nearby places
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Top attractions
  • Sarasota travel guides
  • Sarasota travel calendar
  • Tours in nearby places
  • Explore Florida tours
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Cool Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

Top Sarasota Outdoor Activities

33 Results
Sort by:
Price (High to Low)
Filter
Languages Clear
Time of Day Clear
31
26
13
Duration Clear
3
28
13
0
0
Price Clear
$0 $500+
Rating Clear
29
31
31
Specials Clear
31
9
0
15
2
Features Clear
1
13
29
3
18
0
Accessibility Clear
2
17
31
Families Clear
10
8
3

Sarasota Tours

Attractions

Guides

Calendar

Private Day Boating Charter out of Sarasota, Floridsa

You deserve to have some fun with your crew! Whether you are on vacation or want to feel like you are on vacation, this salt …More

Private Day Boating Charter out of Sarasota, Floridsa

You deserve to have some fun with your crew! Whether you are on vacation or want to feel like you are on vacation, this salt...

6 hours Free Cancellation
from
$1,150
Siesta Key 6 Hour, Fun Filled Day on the Water. Build Your Day!

Your private boat charter with captain for the day! You'll have the best time experiencing our beautiful waters around Siesta Key and Sarasota. We will …More

Siesta Key 6 Hour, Fun Filled Day on the Water. Build Your Day!

Your private boat charter with captain for the day! You'll have the best time experiencing our beautiful waters around Siesta Key and Sarasota. We will...

6 hours Free Cancellation
from
$1,025
Half Day All The Way

Private Luxury Charter for up to Six Clients. You relax and we take care of the rest. All of charters include USCG Licensed Captains, USCG …More

5.0 (37)

Half Day All The Way

Private Luxury Charter for up to Six Clients. You relax and we take care of the rest. All of charters include USCG Licensed Captains, USCG...

4 hours Free Cancellation
5.0 (37)
from
$824
4 Hour Private Fishing Excursions in Anna Maria Island

Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We …More

5.0 (2)

4 Hour Private Fishing Excursions in Anna Maria Island

Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We...

4 hours Hotel pickup offered
5.0 (2)
from
$800
Private Siesta Funship Adventure/Dolphin Cruise Sandbar Stops

We are the only Captained boat with a slide in Siesta Key area. Leave your worries at the dock. We'll take great care of you. …More

4.9 (55)

Private Siesta Funship Adventure/Dolphin Cruise Sandbar Stops

We are the only Captained boat with a slide in Siesta Key area. Leave your worries at the dock. We'll take great care of you....

4 hours Free Cancellation
4.9 (55)
from
$750
Family Friendly Fishing Charters in Sarasota with Captain Gregg

Fishing in Sarasota offers an unforgettable adventure with Captain Gregg, who brings 30 years of expertise to the charter experience. Targeting the best fishing spots …More

5.0 (1)

Family Friendly Fishing Charters in Sarasota with Captain Gregg

Fishing in Sarasota offers an unforgettable adventure with Captain Gregg, who brings 30 years of expertise to the charter experience. Targeting the best fishing spots...

4 hours Free Cancellation
5.0 (1)
from
$725
Siesta Key 4 Hour Private Charter, Many Options, Most Popular!

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter …More

5.0 (6)

Siesta Key 4 Hour Private Charter, Many Options, Most Popular!

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter...

4 hours Free Cancellation
5.0 (6)
from
$715
4 Hour Fishing Charter in Bradenton/ Anna Maria

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton …More

5.0 (1)

4 Hour Fishing Charter in Bradenton/ Anna Maria

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton...

4 hours Free Cancellation
5.0 (1)
from
$700
4-Hour Private Inshore Fishing Trip in Sarasota

Looking for an adventure that really showcases what the waters of Sarasota have to offer? Captain James Gibson is an inshore fishing fanatic, and he …More

4.9 (21)

4-Hour Private Inshore Fishing Trip in Sarasota

Looking for an adventure that really showcases what the waters of Sarasota have to offer? Captain James Gibson is an inshore fishing fanatic, and he...

4 hours Free Cancellation
4.9 (21)
from
$675
Inshore Fishing by Charter in Sarasota

Looking for an adventure that really showcases what the waters of West Florida have to offer? Captain James specializes in targeting Floridian-famous fish such as …More

5.0 (2)

Inshore Fishing by Charter in Sarasota

Looking for an adventure that really showcases what the waters of West Florida have to offer? Captain James specializes in targeting Floridian-famous fish such as...

4 hours Free Cancellation
5.0 (2)
from
$600
Sunset Party Boat Rental in Anna Maria Island and Bradenton Beach

Experience the magic of a Gulf Coast sunset aboard your exclusive private two story charter. Bring your own drinks, connect your playlist, and explore the …More

Likely to Sell Out
Likely to Sell Out
4.7 (3)

Sunset Party Boat Rental in Anna Maria Island and Bradenton Beach

Experience the magic of a Gulf Coast sunset aboard your exclusive private two story charter. Bring your own drinks, connect your playlist, and explore the...

1 hour 30 minutes Free Cancellation
4.7 (3)
from
$400
Fly Above Water Efoil Adventure in Sarasota. A Must Do!

Cruising on an eFoil is an unbeatable water adventure. Our expert instructors provide top-tier guidance and prioritize safety to get you flying effortlessly over the …More

Likely to Sell Out
Likely to Sell Out
5.0 (36)

Fly Above Water Efoil Adventure in Sarasota. A Must Do!

Cruising on an eFoil is an unbeatable water adventure. Our expert instructors provide top-tier guidance and prioritize safety to get you flying effortlessly over the...

1 hour 30 minutes Free Cancellation
5.0 (36)
from
$300
Efoil Ocean Adventure on a Flite Scooter! Sarasota.

Experience the thrill of gliding above the water. Our Flite Board adventure is designed for water lovers of all skill levels, from first-time riders to …More

5.0 (3)

Efoil Ocean Adventure on a Flite Scooter! Sarasota.

Experience the thrill of gliding above the water. Our Flite Board adventure is designed for water lovers of all skill levels, from first-time riders to...

1 hour 20 minutes Free Cancellation
5.0 (3)
from
$300
6 Hour Private Fishing Tour in Sarasota with Master Captain Bill

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure as you reel in the catch of the day …More

4.0 (4)

6 Hour Private Fishing Tour in Sarasota with Master Captain Bill

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure as you reel in the catch of the day...

6 hours Free Cancellation
4.0 (4)
from
$238
Private Sarasota Inshore Fishing Charters

Discover Sarasota from the water on a private inshore fishing charter through Sarasota Bay, Lido Key, and the surrounding backwaters. Just minutes from downtown, this …More

5.0 (3)

Private Sarasota Inshore Fishing Charters

Discover Sarasota from the water on a private inshore fishing charter through Sarasota Bay, Lido Key, and the surrounding backwaters. Just minutes from downtown, this...

4 to 6 hours Free Cancellation
5.0 (3)
from
$225
Private 4 hr Fishing Tour with Master Captain Bill Phillips

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure with as you reel in the catch of the …More

5.0 (8)

Private 4 hr Fishing Tour with Master Captain Bill Phillips

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure with as you reel in the catch of the...

4 hours Free Cancellation
5.0 (8)
from
$188
HydroCats - 2 Hour CraigCat Sightseeing Tour

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 …More

5.0 (412)

HydroCats - 2 Hour CraigCat Sightseeing Tour

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...

2 hours Free Cancellation
5.0 (412)
from
$146
Parasailing Adventure in Anna Maria Island

Get a different perspective of the Anna Maria Island on this adventure and feel at ease with a detailed safety briefing before your flight. This …More

4.9 (75)

Parasailing Adventure in Anna Maria Island

Get a different perspective of the Anna Maria Island on this adventure and feel at ease with a detailed safety briefing before your flight. This...

1 hour 30 minutes Free Cancellation
4.9 (75)
from
$119
Experience Parasailing in Sarasota

We utilizes the newest technology and systems to provide anyone with a safe, soft, controlled parasailing experience. Our state-of-the-art vessel is built solely for your …More

5.0 (10)

Experience Parasailing in Sarasota

We utilizes the newest technology and systems to provide anyone with a safe, soft, controlled parasailing experience. Our state-of-the-art vessel is built solely for your...

1 hour Free Cancellation
5.0 (10)
from
$99
Parasailing Adventure above the Gulf of Mexico

At YOLO Adventures, experience the thrill of a lifetime by soaring above the Anna Maria Island and Gulf Coast parasailing. Gentle takeoffs, water dips when …More

5.0 (34)

Parasailing Adventure above the Gulf of Mexico

At YOLO Adventures, experience the thrill of a lifetime by soaring above the Anna Maria Island and Gulf Coast parasailing. Gentle takeoffs, water dips when...

1 hour
5.0 (34)
from
$95

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
View traveler photos & reviews
Activity name

Sarasota Tours
Attractions
Guides
Calendar
View more
View more