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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 529-552 of 836 results
25' Flats & Reef Boat Rental in Summerland Key
Up to 6

25' Flats & Reef Boat Rental in Summerland Key

Take the helm of a boat built for flats and reefs

$568/ boat
Private Half-Day Boat Charter in Key West

Private Half-Day Boat Charter in Key West

Enjoy time on the water with your own group

$678
Full-Day Private Boat Rental in Key West
Up to 12

Full-Day Private Boat Rental in Key West

Explore beaches, sandbars, and dockside stops with a private boat

$1,413/ boat
Private Bareboat Charter in Key West for Sandbars & Sunset
Up to 12

Private Bareboat Charter in Key West for Sandbars & Sunset

Explore the Florida Keys with a blend of speed, comfort, and style

$743/ boat
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Trade the shore for beach stops, sandbars, and dockside dining

$1,095/ boat
Private Sandbar & Sunset Boat Rental in Key West
Up to 12

Private Sandbar & Sunset Boat Rental in Key West

Make your outing your own, from beach stops to dockside dining or a sunset cruise

$403/ boat
Private Full-Day Sandbar Boat Charter in Key West
Up to 12

Private Full-Day Sandbar Boat Charter in Key West

Combine beach time, sandbar visits, and dockside dining on a private boat

$2,270/ boat
Private Sandbar & Sunset Boat Charter in Key West

Private Sandbar & Sunset Boat Charter in Key West

Make the water your setting for a celebration or a relaxed escape

$1,362/ boat
Private Sandbar & Beach Boat Charter in Key West
Up to 12

Private Sandbar & Beach Boat Charter in Key West

Cruise the Florida Keys with speed, comfort, and room to celebrate

$1,930/ boat
Private Sandbar Boat Charter in Key West
Up to 12

Private Sandbar Boat Charter in Key West

Explore the Florida Keys aboard a private boat built for speed and comfort

$681/ boat
Private Full-Day Boat Charter in Key West
Up to 12

Private Full-Day Boat Charter in Key West

Explore the Florida Keys with the comfort and privacy of your own charter

$1,413/ boat
Private Sandbar & Sunset Boat Rental in Key West
Up to 12

Private Sandbar & Sunset Boat Rental in Key West

Make room for a celebration or a laid-back escape on the water

$743/ boat
Private Sandbar & Sunset Boat Rental in Key West
Up to 12

Private Sandbar & Sunset Boat Rental in Key West

Explore the Florida Keys with room for beach time and dockside stops

$1,095/ boat
Key West Private Boat Rental for Sandbar Hopping
Up to 12

Key West Private Boat Rental for Sandbar Hopping

Enjoy the Florida Keys your way on a comfortable private boat

$403/ boat
22' Boat Rental in Summerland Key

22' Boat Rental in Summerland Key

Take the helm with extra shade and onboard navigation tools

$386/ boat
Private Boat Tour Around Key West & Southernmost Buoy

Private Boat Tour Around Key West & Southernmost Buoy

See Key West's landmarks from the water without getting wet

$511
Private Sunset Boat Tour Around Key West

Private Sunset Boat Tour Around Key West

See Key West's landmarks from the water and catch the sunset with friends or family

$624
Private Custom Boat Charter in Key West

Private Custom Boat Charter in Key West

Shape your own private outing on the water

$908
Private Sandbar Boat Charter Near Key West

Private Sandbar Boat Charter Near Key West

Enjoy a sandbar escape with your favorite food and drinks

$908
Private 3/4-Day Light Tackle Fishing Charter in Key West

Private 3/4-Day Light Tackle Fishing Charter in Key West

Cast for a variety of species with fishing gear and licenses included

$1,007
Private Full-Day Inshore Fishing Charter in Key West

Private Full-Day Inshore Fishing Charter in Key West

Fish light tackle inshore, with the option to head offshore when weather permits

$1,219
Private Half-Day Light Tackle Fishing Charter in Key West

Private Half-Day Light Tackle Fishing Charter in Key West

Target a range of Key West fish with light tackle and weather-dependent offshore options

$795
Private Full-Day Marquesas Inshore Fishing from Key West

Private Full-Day Marquesas Inshore Fishing from Key West

Pair inshore fishing with patch-reef snorkeling when weather permits

$1,431
Private Full-Day Sandbar, Snorkel & Dolphin Tour in Key West

Private Full-Day Sandbar, Snorkel & Dolphin Tour in Key West

Enjoy extra time to explore and relax on the water

$901
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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.

Sugarloaf Shores Things To Do
Fishing Charters166Boat Tours143Yacht Charters92Boat Rentals91Snorkeling89
More
  • Sailing77
  • Scuba Diving65
  • Car Rentals47
  • Sunrise and Sunset Tours42
  • Bike Rentals32
  • Private Fishing Charters26
  • Dolphin Watching22
  • Kayaking Tours16
  • Jet Skiing14
  • Ghost and Haunted8
  • Scavenger Hunts8
  • Scooter Rentals8
  • Scenic Flights7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4