Find deals on 39 top-rated, price matched, things to do close to $500+ around Sarasota and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Family friendly day at the sandbar with Gulf Water Tours
Private Custom Boat Charter Tour In Sarasota, Florida
Sarasota, Florida, United States
5.0 (2)
from $495
Much loved
4-hour Private Inshore Fishing Trip In Sarasota
Sarasota, Florida, United States
4.7 (18)
from $650
Private Half Day Boat Tour In Sarasota, Florida
Sarasota, Florida, United States
5.0 (5)
from $650
Much loved
Fly Above Water Adventure In Sarasota. A Must Experience!
Sarasota, Florida, United States
5.0 (33)
from $250
Sarasota Inshore Fishing Trip
Sarasota Inshore Fishing Charters
Sarasota, Florida, United States
5.0 (2)
from $650
Two girls snorkeling at passage key, florida
Anna Maria Island Private Sandbar Island Excursion
Sarasota, Florida, United States
5.0 (1)
from $500
Likely to sell out
Much loved
Private Sunset Charter
Sarasota, Florida, United States
5.0 (35)
from $395
Private Siesta Funship Adventure/dolphin Cruise Sandbar Stops
Sarasota, Florida, United States
4.9 (38)
from $800
Likely to sell out
Private 4 Hr Fishing Tour With Master Captain Bill Phillips
Sarasota, Florida, United States
5.0 (5)
from $339
Girls on the bow watching sunset at longboat pass
Sunset Boat Tour Around Anna Maria Island
Sarasota, Florida, United States
5.0 (8)
from $399
Dolphin Watching on Sarasota Bay and The Gulf of Mexico
Half Day All The Way
Sarasota, Florida, United States
5.0 (37)
from $824
Half Day Eco And Dolphin Boat Tour In Siesta Key
Sarasota, Florida, United States
5.0 (3)
from $780
Dolphin breaching in the Guld of Mexico during a sunset tour
Dolphin Watching Boat Tour Around Anna Maria Island
Sarasota, Florida, United States
5.0 (13)
from $499
Inshore Fishing By Charter In Sarasota
Sarasota, Florida, United States
5.0 (2)
from $550
Likely to sell out
6 Hour Private Fishing Tour In Sarasota With Master Captain Bill
Sarasota, Florida, United States
5.0 (1)
from $450
Fly Above Ocean Adventure In Sarasota!
Sarasota, Florida, United States
5.0 (2)
from $250
Half Day Private Fishing Trip With Site Seeing Around Anna Maria Island
Sarasota, Florida, United States
5.0 (2)
from $750
Anna Maria Island, Bradenton, Holmes Beach Fishing Charters
Sarasota, Florida, United States
New
from $699
4 Hour Calm Water Inshore Fishing Charter In Sarasota, Siesta Key
Sarasota, Florida, United States
New
from $599
3-hour Tikibar Private Hopping In Sarasota
Sarasota, Florida, United States
New
from $675
Likely to sell out
38' Private Boat Charter Rental To Bradenton With Captain
Sarasota, Florida, United States
New
from $899
Private Family Boat Tour Siesta Key, Sarasota, Anna Maria Island
Sarasota, Florida, United States
New
from $699
Kids with a late summer barracuda off Anna Maria Island
4 Hour Private Fishing Excursions In Anna Maria Island
Sarasota, Florida, United States
New
from $800
Private Boat Day Tour In Sarasota
Sarasota, Florida, United States
New
from $900
Half Day Luxury Boat Tour In Bradenton With Snorkeling
Sarasota, Florida, United States
New
from $700
Likely to sell out
Private 8 Hour Fishing Activity With Master Captain Bill
Sarasota, Florida, United States
New
from $550
Ready for some Vitamin Sea???
Private Day Boating Charter Out Of Sarasota, Floridsa
Sarasota, Florida, United States
New
from $1,150
redfish caught Inshore in Grasses Flats Near Anna Maria Island.
Private 4 Hours Fishing Trip In Anna Maria Island
Sarasota, Florida, United States
New
from $700
Private Transfer From Sarasota To Orlando (mco) Airport
Sarasota, Florida, United States
New
from $745
Private Transfer From Anna Maria To Orlando-sanford (sfb) Airport
Sarasota, Florida, United States
New
from $559
Private Transfer From Longboat Key To Orlando-sanford (sfb) Airport
Sarasota, Florida, United States
New
from $559
Private Transfer From Sarasota To Port Canaveral
Sarasota, Florida, United States
New
from $950
Private Transfer From Anna Maria To Port Canaveral
Sarasota, Florida, United States
New
from $615
Private Transfer From Sarasota To Orlando-sanford (sfb) Airport
Sarasota, Florida, United States
New
from $871
Private Transfer From Longboat Key To Orlando (mco) Airport
Sarasota, Florida, United States
New
from $457
Private Transfer From Anna Maria To Orlando (mco) Airport
Sarasota, Florida, United States
New
from $593