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Best results for

Water Activities in Holmes Beach, FL

Showing 385-408 of 575 results
St. Petersburg Sunset Yacht Charter

St. Petersburg Sunset Yacht Charter

Private Regal 4160 cruises for celebrations, relaxing outings, and time on the Gulf

5.0 • 9 reviews
$1,310& up
Private Boat Charter in St. Petersburg

Private Boat Charter in St. Petersburg

Cruise St. Pete waterways with sandbar stops, swimming, and island exploring

5.0 • 9 reviews
$226& up
Private 41' Sea Ray Yacht Charter in St. Petersburg

Private 41' Sea Ray Yacht Charter in St. Petersburg

Private yacht cruising with space to relax, celebrate, or visit a sandbar

5.0 • 9 reviews
$1,146/ boat
St. Pete Beach Fishing & Sightseeing Charter

St. Pete Beach Fishing & Sightseeing Charter

Build a private day of fishing, islands, and sandbar swimming

4.7 • 64 reviews
$500& up
Private Shell Key & Dolphin Boat Tour from St. Pete Beach

Private Shell Key & Dolphin Boat Tour from St. Pete Beach

Customize a private cruise for island stops, shelling and wildlife viewing

4.7 • 64 reviews
$329& up
Private Fishing Charter in St. Pete Beach

Private Fishing Charter in St. Pete Beach

Cast off on a private fishing trip with licenses, bait, and tackle included

4.7 • 64 reviews
$550& up
John's Pass 1-Hour WaveRunner Rental

John's Pass 1-Hour WaveRunner Rental

Ride from a John’s Pass dock to open Gulf waters on a Yamaha WaveRunner

5.0 • 8 reviews
$88/ waverunner
Sunset Kayak Tour in Osprey

Sunset Kayak Tour in Osprey

Paddle mangroves after sunset with LED-lit views beneath your kayak

5.0 • 8 reviews
$69/ person
3-Hour Clear Kayak Rental in Osprey

3-Hour Clear Kayak Rental in Osprey

Explore the water at your own pace in a clear kayak

5.0 • 8 reviews
$53/ person
Private 37' Luxury Boat Charter in St. Petersburg

Private 37' Luxury Boat Charter in St. Petersburg

Customize a 37-foot Axopar day charter for up to 13 in St. Petersburg

5.0 • 6 reviews
$907& up
2-Hour Sarasota Bay Sightseeing Cruise

2-Hour Sarasota Bay Sightseeing Cruise

Take in Sarasota Bay views, local history and waterfront wildlife from the water

4.6 • 956 reviews
$51/ person
Double Kayak Rental in Anna Maria Island

Double Kayak Rental in Anna Maria Island

Paddle together with free local beach delivery and pickup

4.6 • 275 reviews
$62/ kayak
Paddle Board Rental on Anna Maria Island

Paddle Board Rental on Anna Maria Island

Flexible paddle board rentals with free local beach delivery and pickup

4.6 • 275 reviews
$62/ board
Single Kayak Rental on Anna Maria Island

Single Kayak Rental on Anna Maria Island

Flexible rental periods with free local beach delivery and pickup

4.6 • 275 reviews
$40/ kayak
Osprey 22' Pontoon Boat Rental
Up to 10

Osprey 22' Pontoon Boat Rental

Cruise Sarasota Bay with your family or group on a fuel-included pontoon boat

4.6 • 117 reviews
$364/ boat
Single Kayak Rental in Osprey

Single Kayak Rental in Osprey

Paddle southwest Florida waterways at your own pace

4.6 • 117 reviews
$32/ kayak
Osprey Tandem Kayak Rental

Osprey Tandem Kayak Rental

Explore southwest Florida waterways by kayak with included paddles and life jackets

4.6 • 117 reviews
$46/ kayak
Jet Ski Rentals in Osprey

Jet Ski Rentals in Osprey

Ride a 110 hp jet ski with safety instruction, fuel, and life jackets included

4.6 • 117 reviews
$136/ jetski
8-Hour Stand Up Paddle Board Rental in Osprey

8-Hour Stand Up Paddle Board Rental in Osprey

Paddle Sarasota-area waterways at your own pace with included gear

4.6 • 117 reviews
$40/ paddle board
Sunset Jet Ski Tour in Osprey

Sunset Jet Ski Tour in Osprey

Guided sunset jet skiing with room for your group

4.6 • 117 reviews
$325
Sunset Sailing Charter in St. Petersburg

Sunset Sailing Charter in St. Petersburg

Private 2-hour sunset sail with downtown St. Petersburg views

5.0 • 4 reviews
$559
3-Hour Daytime Sailing Cruise in St. Petersburg

3-Hour Daytime Sailing Cruise in St. Petersburg

Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete

5.0 • 4 reviews
$559
Anna Maria Island Boat Rental With Captain Option
Up to 6

Anna Maria Island Boat Rental With Captain Option

Cruise the Gulf Coast on a spacious Sea Hunt center console, with a captain option available

5.0 • 4 reviews
$525/ boat
Morning Sailing Cruise on Tampa Bay

Morning Sailing Cruise on Tampa Bay

Start the day aboard a classic yacht with optional sailing instruction

5.0 • 4 reviews
$480
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Holmes Beach Things To Do
Boat Tours146Yacht Charters89Kayaking Tours86Boat Rentals73Fishing Charters51
More
  • Jet Skiing41
  • Dolphin Watching38
  • Bike Rentals32
  • Snorkeling22
  • Sailing19
  • Sunrise and Sunset Tours19
  • Paddleboarding15

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Car Rentals
12
  • Train Tours12
  • Horseback Riding11
  • Food Tours9
  • Equipment Rental8
  • Parasailing8
  • Helicopter Tours7
  • Outdoor Picnics7
  • Scooter Rentals7
  • Stand Up Paddle Boarding7
  • Dinner Cruises5
  • Surfing Lessons5
  • Trolley Tours5