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Holiday, Florida Boat Rentals

Page 1 of 112 listings

Tour the waters of Anclote Key, beach and lighthouse! Captain Included!
Powerboats in Holiday · 6 guests

Tour the waters of Anclote Key, beach and lighthouse! Captain Included!

5.0
$85/hour
24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more
Tours in Tarpon Springs · 6 guests

24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more

5.0
$50+/hour
Water Sports Experience on Classic Mastercraft Prostar
Powerboats in Tarpon Springs · 6 guests

Water Sports Experience on Classic Mastercraft Prostar

New
$175/hour
23’ of island fun! Islands* sandbars* snorkeling* cruising
Powerboats in Tarpon Springs · 6 guests

23’ of island fun! Islands* sandbars* snorkeling* cruising

5.0
$120/hour
Scalloping Season July 1 through Aug 6
Fishing in Tarpon Springs · 6 guests

Scalloping Season July 1 through Aug 6

New
$125/hour
19ft Bayliner Element Deck Boat for rent in Anna Maria Island
Powerboats in Holiday · 9 guests

19ft Bayliner Element Deck Boat for rent in Anna Maria Island

New
Superowner
Best of 2025
$90+/hour
w/ captain Scalloping Season June 10 through Aug 18t in Tarpon Springs, Florida
Tours in Tarpon Springs · 6 guests

w/ captain Scalloping Season June 10 through Aug 18t in Tarpon Springs, Florida

New
$125/hour
24' Cobia - Cruising the ICW, Beaches or fishing!
Powerboats in Tarpon Springs · 6 guests

24' Cobia - Cruising the ICW, Beaches or fishing!

New
$70+/hour
Brandnew Sea Hunt Ultra 275 Charter in Tarpon Springs, FL
Powerboats in New Port Richey · 10 guests

Brandnew Sea Hunt Ultra 275 Charter in Tarpon Springs, FL

New
$212/hour
Amazing Tiki Bahama Mama Tiki Boat
Powerboats in Tarpon Springs · 6 guests

Amazing Tiki Bahama Mama Tiki Boat

New
$139/hour
Instant Book
Luxury Surf Boat Rental! Learn From The Pros!
Powerboats in Tarpon Springs · 6 guests

Luxury Surf Boat Rental! Learn From The Pros!

New
$375/hour
PRIVATE WATER SLIDE PONTOON BOAT W/CAPTAIN ~Islands~Bach~Parties~Fun~Much More
Powerboats in Tarpon Springs · 6 guests

PRIVATE WATER SLIDE PONTOON BOAT W/CAPTAIN ~Islands~Bach~Parties~Fun~Much More

New
$135+/hour

Holiday Reviews

  1. DS

    David

    Tour the waters of Anclote Key, beach and lighthouse! Captain Included!

    Manatees-Dophins-Eagles and we had barely left the dock! our Captain was AMAZING and shared local knowledge and a love for the marine ecosystem ~ Anclote Key was the highlight and our Cap knew just where to go for great shelling and a desert island experience for lunch ~!! Highly recommended and we will certainly charter with them again! ~

  2. JC

    Jim

    23’ of island fun! Islands* sandbars* snorkeling* cruising

    Jeremy and Sabrina were awesome!!!! Fun to hang with!!!!! We thoroughly enjoyed the day 😎😎😎

  3. EB

    Elizabeth

    24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more

    Nothing too much trouble we can highly recommend Ben

  4. MM

    Monique

    24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more

    Amazing boat and captain, we had a wonderful time