Boat Rental in Longboat Key, FL

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Cannons Marina

1. Cannons Marina

6040 Gulf Of Mexico DrLongboat Key, FL 34228

(941) 383-1311

If you are looking to purchase or rent a boat, this is the place to do it. They are one of the best businesses around.

Catherine's Florida Charters

2. Catherine's Florida Charters

760 Broadway StLongboat Key, FL 34228

(941) 893-9590

Now boarding at Linley Street Public Boat Dock! Lois Ave and Linley Street crossing Longboat Key. Sailing Anna Maria Island, Longboat Key, Egmont Ke…

3. Chitwood Charters

3591 Bayou CirLongboat Key, FL 34228

(941) 383-5232

Absolutely Perfect! I arranged a sunset tour with Chitwood Charters last summer while spending time in Sarasota on family vacation. I made all arran…

4. Best Happy Hooker One Charters

8608 50th Ave WBradenton, FL 34210

(941) 792-7124

From Business: If you love Sport Fishing at it's best, just plain fun on beautiful waters, Sunsets that make you Ooohhh and Aaaahhh, Big Sportfish that will make your heart jump…

Life is Good Today Pontoon Rentals

5. Life is Good Today Pontoon Rentals

Serving the Longboat Key Area

(941) 524-5943

My family rents a boat during Spring vacation every year. This time we rented from “Life Is Good Today Pontoon Rentals”and had the best experience…

6. Barrier Island Boat Rentals

Placida, FL 33946

(941) 625-0853

7. Gilligans Three Hour Tour

12112 44th Ave WCortez, FL 34215

(941) 227-2939


Sarasota, FL 34233

(941) 400-4497

From Business: Find the best fishing guide the first time. Don't make a costly mistake of trying someone YOU Don't know. OUR guides are Proven professionals and will give YOU an…

9. Private Custom Charters

BBB Rating: A+

Sarasota, FL 34242

(941) 312-0800

From Business: Private custom charters offers 4-hour mid-day cruise, 4-hour sunset cruise, wedding cruise, burial at sea and special events to the Sarasota area.

10. Island Adventures Boat Tours

Englewood, FL 34295

(941) 445-3500

From Business: ~ U.S. Coast Guard Licensed & Insured ~ Private Charter Boat Tours!!! Choose Your Day & Time Tours Last 2 1/2 - 3 Hours Prices starting at $100.00 per hour For up…

11. Hook and Ladder Charters

Bradenton, FL 34203

(941) 809-8922
Kathleen D Sailing Catamarans

12. Kathleen D Sailing Catamarans

Serving the Longboat Key Area

(941) 896-6400

From Business: Our vessels are American built Maine Cat 30s or Australian built (licensed for US service) Seawind 1000. All are extremely strong, lightweight, unsinkable, stable…

13. Hooked for Life Fishing Charters

Bradenton, FL 34205

(941) 518-3884

From Business: CAPTIAN Chris TESVICH invites YOU to come aboard the hooked for life boat for a florida gulf coast fishing adventure. We are a family friendly florida fishing gui…

14. Captain Kim's Boat Rides

Cortez, FL 34215

(941) 920-3307

15. Xplore Florida Charters

Venice, FL 34293

(941) 681-0495

16. Cool Breeze Boat & Jet Ski Rentals

Nokomis, FL 34275

(941) 485-3333

This is by far the best place to rent a boat in the Sarasota area. The boats are well kept and clean, and the staff are nice. We kayaked and jetsk…

17. Legend Fishing Charters

3909 117th St WBradenton, FL 34210

(941) 794-0652
Seafood Charters

18. Seafood Charters

BBB Rating: A

Bradenton Beach, FL 34217

(941) 224-3320

19. Siesta Key Fishing Adventures

Sarasota, FL 34242

(941) 993-6553

From Business: Premier Sarasota Fishing Charter boat and guides at great prices. Get Booked - Get Hooked!

20. Jolly Mon Sailing Charter

Sarasota, FL 34236

(941) 716-1716

From Business: Jolly MON is a 36' catamaran. With CAPTAIN mark SCHIFFLER AT the helm. Your cruise will BE private. Your destination of choice. The jolly MON will accommodate UP …

Captain Lou Baggett

21. Captain Lou Baggett

Serving the Longboat Key Area

(941) 475-3677

From Business: Charter Fishing and Sunset Cruises/Dolphin Watch trips

22. Knot A Care Fishing Charters

Serving the Longboat Key Area

(508) 400-2752

From Business: Are you ready for the fishing adventure of a lifetime? Knot A Care Fishing Charters provides the area’s premier fishing charter service, letting expert and amateu…

Old Florida Charters

23. Old Florida Charters

Serving the Longboat Key Area

(941) 321-8470

24. Captain Fin's Sightseeing and Boat Tours

Serving the Longboat Key Area

(941) 920-2573
Life is Good Today Pontoon Rentals & Fishing Charters

27. Life is Good Today Pontoon Rentals & Fishing Charters

752 Manatee AveHolmes Beach, FL 34217

(941) 782-9016

We couldn’t have been luckier or happier to find and meet Tanner from Life is Good Boat Rentals. Trying to get our family on a boat sounds like a si…

28. Grande Tarpon Charters

752 Manatee AveHolmes Beach, FL 34217

(941) 759-3745

From Business: Inshore/Nearshore Charter fishing from Anna Maria Island, Holmes Beach, Palmetto, Brandonton, Sarasota, to Boca Grande Florida. Targeted species: Tarpon, Redfish,…

29. Fun and More Rentals

5347 Gulf DrHolmes Beach, FL 34217

(941) 462-2719

From Business: Full service rental supply company and concierge located in Holmes Beach on Anna Maria Island. We rent and deliver all items to your vacation rental accommodation…

30. Five O'clock Charlie Boat Tours, Inc.

PO Box 1887Bradenton, FL 34206

(941) 527-8008

From Business: Come join US on a tour of the manatee river in north west Bradenton and SEE dolphins. Manatees. SEA birds and the beautiful estuary waters surrounding the outer t…

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Helpful Reviews 
Catherine's Florida Charters
Catherine S. rated

Now boarding at Linley Street Public Boat Dock! Lois Ave and Linley Street crossing Longboat Key. Sailing Anna Maria Island, Longboat Key, Egmont Key, Sarasota Bay, and Tampa Bay!

Chitwood Charters
Charles P. rated

Absolutely Perfect! I arranged a sunset tour with Chitwood Charters last summer while spending time in Sarasota on family vacation. I made all arrangements via email and phone prior to our arrival in Sarasota. Captain Chitwood had everything ready to go when we arrived at the docks. He provided a narrative for the tour he took us on and treated my family like we were his own family. The Grand Banks yacht was in immaculate condition! My kids (8 and 9 years old) enjoyed relaxed sitting in deck chairs as well as up top listening to Captain Chitwood tell us about the area. The Captain answered many questions from our kids about everything from the yacht to if he had any pets! We couldn't possibly have enjoyed it any more!