Top 6 luxury & private things to do in Sarasota

1. Sarasota dolphin watching and beach sandbar cruise

Half-day boat cruise through the Gulf — observe dolphins, wildlife, and enjoy a stop at a sandbar.

“Carmen and Captain Dudlley are wonderfully kind and caring individuals. Their communication is excellent, and they are quite flexible. This tour was the perfect addition to our Florida trip, and it is the most affordable private boat tour available. I highly recommend it; they even took some photos and videos for us to keep as memories.”— Desiree_M

2. Private three-hour boat tour in Sarasota

Three hours on a private boat — explore Sarasota's waterways with local guides for insights on the area.

“Our time on the Tipsy Teaky Pontoon Charter was exceptional, thanks to Captain Tobey, who made sure we had the best experience possible. Adding the water sports was a fantastic choice; Tobey organized several turns on the inflatable hot dog, which everyone—kids and adults—really enjoyed. We even spotted dolphins during our tour and visited the Sandbar, where Tobey took some amazing photos for us. His knowledge of the area was impressive, and it’s clear he is passionate about his work. With reasonable prices, excellent communication, and top-notch service, I highly recommend this outing.”— OnAir33706882168

3. Private sunset cruise for 12 in Anna Maria Island

Ninety minutes on the water — private boat cruise from Anna Maria Island, coastal views, dolphin sightings, and BYOB for a relaxed sunset experience with friends and family.

“We had an incredible time celebrating a 40th birthday! We brought our own champagne and snacks, enjoyed our favorite music from a DJ, and took in the beautiful dolphins and sunset. Highly recommend this experience!”— Elizabeth_W

4. 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 teach young and old anglers alike how to fish and care for gear!

5. Four-hour private boat charter in Siesta Key

Four hours on a private charter for groups, offering activities like snorkeling, beach hopping, dolphin watching, and lunch at waterfront restaurants.

“Captain Mike and his wife Donna were exceptionally accommodating. The communication was the best we've ever encountered with a private charter. Captain Mike maintains an immaculate boat that runs perfectly. With two young children, safety was our top concern, and he made us all feel very comfortable and welcomed. His knowledge is impressive, and he navigates the waters expertly. We enjoyed swimming, fishing, and getting up close to dolphins. As experienced boaters, we recognized we had discovered a real gem. I strongly encourage you to book with Key Life Charters. You’ll regret it if you don’t. My wife and I are already planning our next trip to Siesta Key, and booking our next charter with Key Life Charters will be our priority.”— I8730WLpault

6. Private party boat rental around Bradenton Beach and Anna Maria Island

Four hours on a private double-decker party boat with a captain — cruise the Gulf Coast, access sandbars, and enjoy a BYOB atmosphere for up to 12 guests.

“We had a wonderful experience on our boat trip, which we booked at the last minute. Communication was outstanding, and Captain Matthew was fantastic, making the journey both enjoyable and effortless. Don’t miss out on the slide!”— Chelleby70