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Best results for

Water Activities in Holmes Beach, FL

Showing 73-96 of 574 results
Happy Hour Cruise in Gulfport

Happy Hour Cruise in Gulfport

Sip happy hour drinks on a 1.5-hour cruise from Gulfport Marina

5.0 • 3.5K reviews
$45/ person
Snorkeling Charter to Egmont Key State Park

Snorkeling Charter to Egmont Key State Park

Explore historic ruins and snorkel submerged batteries on a private Egmont Key charter

5.0 • 122 reviews
$650
Private Sunset Kayak Tour on Anna Maria Island

Private Sunset Kayak Tour on Anna Maria Island

Paddle with a dedicated guide as the Florida Gulf Coast sun sets

5.0 • 658 reviews
$735
Pontoon Boat Rental in Madeira Beach
Up to 11

Pontoon Boat Rental in Madeira Beach

Cruise Madeira Beach waters near John's Pass on a spacious pontoon

5.0 • 218 reviews
$440/ boat
Private Sunset Boat Cruise on Anna Maria Island

Private Sunset Boat Cruise on Anna Maria Island

Cruise Anna Maria Island waterways as the sun sets

5.0 • 1.3K reviews
$390
Anna Maria Island Sunset Cruise

Anna Maria Island Sunset Cruise

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

5.0 • 205 reviews
$453
Siesta Key Guided Midnight Pass Tour

Siesta Key Guided Midnight Pass Tour

Paddle mangrove tunnels and explore Midnight Pass Beach

5.0 • 196 reviews
$70& up
22' Tritoon Boat Rental on Anna Maria Island
Up to 10

22' Tritoon Boat Rental on Anna Maria Island

Cruise, swim, and explore with triple-pontoon stability and Mercury 150HP power

5.0 • 168 reviews
$622/ boat
Private Intermediate Windsurfing Lesson in St. Pete Beach

Private Intermediate Windsurfing Lesson in St. Pete Beach

Build intermediate windsurfing skills with a private 2-hour lesson

5.0 • 163 reviews
$201/ person
Kayak & Paddleboard Rental in Tierra Verde

Kayak & Paddleboard Rental in Tierra Verde

Choose your own way to get on the water with a clean rental fleet

5.0 • 267 reviews
$53/ watercraft
Private Tampa Bay Charter

Private Tampa Bay Charter

Customize a captain-led day on Tampa Bay waters

5.0 • 109 reviews
$754& up
Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

Cruise Sarasota on a 4.5-Hour Private Sandbar Charter

Customize a 4.5-hour private sandbar charter with a captain

5.0 • 138 reviews
$684
Sunset Cruise in Gulfport

Sunset Cruise in Gulfport

Raise a glass as you cruise St. Pete waterways at golden hour

5.0 • 3.5K reviews
$62/ person
Dolphin & Snorkeling Charter in Bradenton Beach

Dolphin & Snorkeling Charter in Bradenton Beach

Customize a private cruise with snorkeling and wildlife searching

5.0 • 122 reviews
$650
Private Mangrove Tunnels Kayak Tour on Lido Key

Private Mangrove Tunnels Kayak Tour on Lido Key

Paddle Lido Key’s mangrove tunnels with a private guide from Ted Sperling Nature Park

5.0 • 658 reviews
$735
Private Boat Charter in Madeira Beach

Private Boat Charter in Madeira Beach

Captain-led pontoon time for your own day on the water

5.0 • 218 reviews
$730/ boat
Private Island Hopping & Dolphin Cruise in Belleair Bluffs

Private Island Hopping & Dolphin Cruise in Belleair Bluffs

Island-hop, swim, and look for dolphins on a flexible private outing

5.0 • 107 reviews
$542
Offshore Fishing Charter in Bradenton

Offshore Fishing Charter in Bradenton

Target bay and nearshore species on a private afternoon charter

5.0 • 100 reviews
$741
Siesta Key Mangrove Kayak Tour

Siesta Key Mangrove Kayak Tour

Paddle mangrove tunnels and visit Midnight Pass Beach with a local guide

5.0 • 196 reviews
$70& up
Beachcat 23' Boat Rental in Holmes Beach
10 to 12

Beachcat 23' Boat Rental in Holmes Beach

Cruise Anna Maria Island waters on a stable 23-foot catamaran

5.0 • 168 reviews
$622/ boat
Private 3-Hour Windsurfing Lesson in St. Pete Beach

Private 3-Hour Windsurfing Lesson in St. Pete Beach

Build windsurfing skills one-on-one, from shore to water

5.0 • 163 reviews
$201/ person
Tiki Cruise in St. Petersburg

Tiki Cruise in St. Petersburg

Cruise St. Pete waterways with a sandbar swim and your own refreshments

5.0 • 93 reviews
$283& up
Tampa Private Boat Charter

Tampa Private Boat Charter

Design a private Tampa Bay day on the water around your celebration or plans

5.0 • 109 reviews
$810& up
Tampa 37' Luxury Adventure Boat Charter

Tampa 37' Luxury Adventure Boat Charter

Customize your day on a 37-foot boat with air-conditioned cabin comfort

5.0 • 91 reviews
$907& up
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Holmes Beach Things To Do
Boat Tours145Yacht Charters89Kayaking Tours86Boat Rentals73Fishing Charters51
More
  • Dolphin Watching38
  • Jet Skiing37
  • 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