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Best results for

Water Activities in Holmes Beach, FL

Showing 169-192 of 575 results
Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

Cruise Sarasota Bay on a 6-Hour Private Yacht Charter

Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising

4.9 • 517 reviews
$2,527
Private 2-Hour Cruise in Siesta Key

Private 2-Hour Cruise in Siesta Key

Cruise Siesta Key’s western coast on a private 2-hour daytime or sunset boat ride

4.9 • 691 reviews
$57
2-Hour Sunset Cruise in Sarasota

2-Hour Sunset Cruise in Sarasota

Plan a private coastal cruise with your own food and drinks

4.9 • 691 reviews
$57/ person
Siesta Key Paddleboard Rental

Siesta Key Paddleboard Rental

Explore Midnight Pass at Your Own Pace

5.0 • 196 reviews
$47& up
4.5-Hour Cruise in Bradenton Beach

4.5-Hour Cruise in Bradenton Beach

Customize a Gulf Coast cruise with sandbar swims and waterfront stops

4.9 • 691 reviews
$684
Sarasota 4-Hour Private Yacht Charter

Sarasota 4-Hour Private Yacht Charter

Cruise Sarasota Bay with space to swim, socialize and relax

4.9 • 517 reviews
$1,810
Cruise Sarasota Bay on a Private Sunset Charter

Cruise Sarasota Bay on a Private Sunset Charter

Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray

4.9 • 517 reviews
$1,808
Lido Key Paddleboard Rental

Lido Key Paddleboard Rental

Explore Midnight Pass on a self-guided, all-ages paddle

5.0 • 196 reviews
$47/ paddleboard
Sarasota Private Cruise

Sarasota Private Cruise

Customize a private cruise along Florida's western coast

4.9 • 691 reviews
$114/ person
Cruise Sarasota Bay on a 3-Hour Sunset Charter

Cruise Sarasota Bay on a 3-Hour Sunset Charter

Charter the 50' Memory Maker for 3 hours with four lounge areas

4.9 • 517 reviews
$3,208
2-Hour Cruise in Venice

2-Hour Cruise in Venice

Private coastal cruising with flexible routes and sunset options

4.9 • 691 reviews
$57/ person
Half-Day Private 54' Pardo Yacht Charter in Sarasota

Half-Day Private 54' Pardo Yacht Charter in Sarasota

Charter the 54’ Pardo Exit Strategy for 4 hours on Sarasota Bay

4.9 • 517 reviews
$3,532
Private 112' Luxury Yacht Charter on Sarasota Bay

Private 112' Luxury Yacht Charter on Sarasota Bay

Cruise Sarasota Bay on a 112' Westport with a private crew

4.9 • 517 reviews
$7,134
Venice Sandbar Cruise

Venice Sandbar Cruise

Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops

4.9 • 691 reviews
$114/ person
Sarasota 4.5-Hour Sandbar Cruise

Sarasota 4.5-Hour Sandbar Cruise

Cruise coastal waters with time for a sandbar swim, waterfront stops, or an eco-focused outing

4.9 • 691 reviews
$114/ person
63' Yacht Charter in Sarasota with Sandbar Stops

63' Yacht Charter in Sarasota with Sandbar Stops

Charter the 63' Prestige Peace for 4 hours with captain, mate, and fuel included

4.9 • 517 reviews
$3,527& up
Private Half-Day 50' Catamaran Yacht Charter on Sarasota Bay

Private Half-Day 50' Catamaran Yacht Charter on Sarasota Bay

Relax across four social spaces on a private Sarasota Bay catamaran

4.9 • 517 reviews
$3,308
Private Sunset Sailing Charter in St. Petersburg on a 48' Yacht

Private Sunset Sailing Charter in St. Petersburg on a 48' Yacht

Sail into golden hour aboard a private 48-foot Jeanneau yacht

4.9 • 517 reviews
$1,211
38' Sea Ray Yacht Charter in Sarasota

38' Sea Ray Yacht Charter in Sarasota

Design a private Gulf Coast day with open-air lounging, swimming, and sandbar stops

4.9 • 517 reviews
$3,122
Sarasota 50' Catamaran Charter

Sarasota 50' Catamaran Charter

Design your own Sarasota Bay day aboard a 50-foot power catamaran

4.9 • 517 reviews
$4,751
Private 44' Catamaran Sunset Charter on Tampa Bay

Private 44' Catamaran Sunset Charter on Tampa Bay

Cruise Tampa Bay at sunset with flybridge views and space to unwind

4.9 • 517 reviews
$2,441
44' Catamaran Charter in St. Petersburg

44' Catamaran Charter in St. Petersburg

Design your own Tampa Bay day aboard a spacious power catamaran

4.9 • 517 reviews
$4,207
Private 40' Sailing Catamaran Charter in St. Petersburg

Private 40' Sailing Catamaran Charter in St. Petersburg

Private catamaran sailing with space to swim, paddle, and unwind

4.9 • 517 reviews
$2,916
Private 40' Sailing Catamaran Charter in St. Petersburg

Private 40' Sailing Catamaran Charter in St. Petersburg

Sail Tampa Bay on a spacious catamaran with room to relax and swim

4.9 • 517 reviews
$1,744
1…789…24

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