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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 553-576 of 836 results
Private Snorkel, Sandbar & Dolphin Tour in Key West

Private Snorkel, Sandbar & Dolphin Tour in Key West

Mix backcountry exploration with a relaxed sandbar escape

$689
Private Backcountry Snorkel & Sandbar Tour in Key West

Private Backcountry Snorkel & Sandbar Tour in Key West

Pair backcountry snorkeling with a sandbar stop

$583
Private Key West Backcountry Boat Charter & Snorkeling

Private Key West Backcountry Boat Charter & Snorkeling

Explore beyond the usual routes with a seventh-generation Key West local

$689
Private Tiki Boat Charter in Key West

Private Tiki Boat Charter in Key West

Cruise to the Key West locations you want to see

$1,060/ boat
Private Captained Boat Charter in Key West

Private Captained Boat Charter in Key West

Explore Key West your way aboard a private tiki boat

$689/ boat
Private Dry Tortugas Tiki Boat Charter From Key West

Private Dry Tortugas Tiki Boat Charter From Key West

Cruise with your own captain, a sundeck, and your choice of music

$2,120/ boat
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Swim and unwind at shallow ocean sandbars

$636
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Swim and unwind in shallow sandbar waters

$848
Private Pulley Ridge Deep Sea Fishing Charter from Key West

Private Pulley Ridge Deep Sea Fishing Charter from Key West

Fish deep-water grounds beyond the reach of typical charter trips

$5,300
Private Full-Day Swordfishing Charter in Key West

Private Full-Day Swordfishing Charter in Key West

Take your shot at a big swordfish offshore

$3,710
Private Mahi Mahi Offshore Fishing Charter in Key West

Private Mahi Mahi Offshore Fishing Charter in Key West

Chase colorful, hard-fighting mahi in the Gulf Stream

$3,710
Private Shrimp Boat Fishing Charter in Key West

Private Shrimp Boat Fishing Charter in Key West

Fish beside shrimp boats with your own captain

$3,710
Private Sunset Cruise Near Key West

Private Sunset Cruise Near Key West

Unwind with a sunset outing tailored to you

$490
Private Sandbar & Snorkel Boat Charter Near Key West

Private Sandbar & Snorkel Boat Charter Near Key West

Relax on a private boat trip customized around your interests

$839& up
Private Flats Fishing Charter in Key West, Fly or Spin

Private Flats Fishing Charter in Key West, Fly or Spin

Explore shallow flats on a guided fishing outing tailored to you

$530& up
Captained 36' Center Console Charter Near Key West

Captained 36' Center Console Charter Near Key West

Leave the helm to your captain and head out on the water

$819& up
Private Mermaid Quest Snorkel Charter in Key West

Private Mermaid Quest Snorkel Charter in Key West

Turn your time on the water into a mermaid-themed quest

$568
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Escape the crowds for a quiet sandbar outing

$568
Private Sunset Boat Charter in Key West

Private Sunset Boat Charter in Key West

Leave the crowds behind for a peaceful evening on the water

$397
Private Full-Day Sandbar & Snorkel Boat Charter in Key West

Private Full-Day Sandbar & Snorkel Boat Charter in Key West

Trade crowded tour boats for a day shaped around your interests

$1,589/ boat
Private Key West Sandbar & Snorkel Boat Charter

Private Key West Sandbar & Snorkel Boat Charter

Shape your own island escape, from sandbar lounging to reef exploring

$908
Private Key West Sandbar & Snorkeling Boat Charter

Private Key West Sandbar & Snorkeling Boat Charter

Make the day your own with a captain-tailored cruise through Key West's island waters

$1,249/ boat
Private Key West Sandbar & Snorkel Boat Charter

Private Key West Sandbar & Snorkel Boat Charter

Set your own pace on a private cruise through Key West's islands

$454
Private Dry Tortugas Boat Charter from Key West

Private Dry Tortugas Boat Charter from Key West

Explore remote islands where sandy beaches meet 19th-century coastal history

$2,696/ boat
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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

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.

  • 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