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Best results for

Water Activities in Holmes Beach, FL

Showing 241-264 of 576 results
Shell Key Snorkeling & Dolphin Cruise from Madeira Beach

Shell Key Snorkeling & Dolphin Cruise from Madeira Beach

Cruise to Shell Key Island to snorkel and look for dolphins

4.9 • 452 reviews
$77/ person
Cruise Tampa Bay on a 4-Hour Private Charter

Cruise Tampa Bay on a 4-Hour Private Charter

Customize your private 4-hour Tampa Bay boat tour

4.9 • 452 reviews
$537& up
Private 3-Hour Shell Key Island Snorkeling Cruise

Private 3-Hour Shell Key Island Snorkeling Cruise

Cruise to Shell Key Island and snorkel on a private 3-hour charter

4.9 • 452 reviews
$400
22' Deck Boat Rental in Madeira Beach
Up to 9

22' Deck Boat Rental in Madeira Beach

Captainless boating for experienced MMC holders

4.9 • 452 reviews
$349/ boat
22' Pontoon Boat Rental in Madeira Beach
Up to 9

22' Pontoon Boat Rental in Madeira Beach

Chart your own course aboard a 22-foot deck boat

4.9 • 452 reviews
$290/ boat
Private 84' Yacht Charter in Madeira Beach

Private 84' Yacht Charter in Madeira Beach

Celebrate on an 84-foot yacht cruising Tampa Bay or the Gulf of Mexico

4.9 • 452 reviews
$2,023& up
Sunset Dolphin & Shelling Cruise From John's Pass

Sunset Dolphin & Shelling Cruise From John's Pass

Snorkel Shell Key and watch for dolphins on a sunset cruise

4.9 • 452 reviews
$77/ person
Private Boat Charter in Anna Maria Island

Private Boat Charter in Anna Maria Island

Explore Sandbars, Islands, and Coastal Wildlife by Private Boat

5.0 • 65 reviews
$678& up
2-Hour Private Boat Charter Anna Maria Island
Up to 10

2-Hour Private Boat Charter Anna Maria Island

Explore sandbars, islands and coastal waters on a private outing

5.0 • 65 reviews
$339& up
Ruskin 2-Hour Wildlife Cruise

Ruskin 2-Hour Wildlife Cruise

Learn about natural Florida on a narrated cruise with wildlife viewing and optional barbecue lunch

4.9 • 298 reviews
$68/ person
Tampa Bay Estuary Sunset Cruise

Tampa Bay Estuary Sunset Cruise

Wildlife watching and Gulf sunset views from the water

4.9 • 298 reviews
$73/ person
Shared Tiki Boat Cruise in Madeira Beach

Shared Tiki Boat Cruise in Madeira Beach

Cruise Southwest Florida waters on a 2-hour public tiki boat

4.9 • 252 reviews
$78/ person
Madeira Beach Kayak Rental: 2 to 8 Hours

Madeira Beach Kayak Rental: 2 to 8 Hours

Enjoy flexible 2–8 hour rentals to get on the water

4.9 • 252 reviews
$40& up
Sunset Pontoon Cruise in Madeira Beach

Sunset Pontoon Cruise in Madeira Beach

Bring your crew aboard for a Gulf Coast sunset cruise

4.9 • 252 reviews
$57/ person
Private Tiki Boat Cruise at John's Pass

Private Tiki Boat Cruise at John's Pass

Private cruise with a captain, sandbar time, and room for your own drinks

4.9 • 252 reviews
$67/ person
Captained Island Hopping Pontoon Tour from Madeira Beach

Captained Island Hopping Pontoon Tour from Madeira Beach

Cruise to Shell Key Island and Egmont Key for shelling, snorkeling, and dolphin spotting

4.9 • 252 reviews
$446& up
Sunset Tiki Cruise In Madeira Beach

Sunset Tiki Cruise In Madeira Beach

Cruise Madeira Beach for 2 hours on a tiki boat at sunset

4.9 • 252 reviews
$73/ person
Paddleboard Rental in Madeira Beach

Paddleboard Rental in Madeira Beach

Rent a paddle board in Madeira Beach for 2–8 hours

4.9 • 252 reviews
$40& up
Kayak Rental

Kayak Rental

Get out on the water with flexible 2–8 hour kayak rentals

4.9 • 252 reviews
$40/ kayak
Paddleboard Rental With 2-, 4- & 8-Hour Options

Paddleboard Rental With 2-, 4- & 8-Hour Options

Get on the water with flexible 2–8 hour paddle board rentals

4.9 • 252 reviews
$40& up
Shell Key & Egmont Key Boat Tour from Madeira Beach

Shell Key & Egmont Key Boat Tour from Madeira Beach

Shell, snorkel and look for wildlife on a captained Gulf Coast cruise

4.9 • 252 reviews
$1,074& up
Private Island & Sandbar Hopping Tour on Anna Maria Island

Private Island & Sandbar Hopping Tour on Anna Maria Island

Design your own Gulf Coast island escape

5.0 • 55 reviews
$530& up
Private Dolphin, Sunset & Tiki Bar Cruise Anna Maria Island

Private Dolphin, Sunset & Tiki Bar Cruise Anna Maria Island

Design your ideal day on the water

5.0 • 55 reviews
$530& up
Bradenton Tiki Bar Boat Charter

Bradenton Tiki Bar Boat Charter

Cruise to island bars and waterfront eateries by boat

5.0 • 55 reviews
$636& up
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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.

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
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