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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 457-480 of 836 results
42' Offshore Sportfishing Charter in Key West

42' Offshore Sportfishing Charter in Key West

Fish with room to spread out and a cool cabin for breaks

4.7 • 50 reviews
$2,100/ boat
Lobstering & Spearfishing Charter

Lobstering & Spearfishing Charter

Catch lobster by hand with 3–8 hour charter options for up to 6 people

5.0 • 6 reviews
$507& up
Key West Fishing & Snorkeling Charter

Key West Fishing & Snorkeling Charter

Pair reef exploration with fishing, lobstering, and sandbar time

5.0 • 6 reviews
$507& up
Marquesas Keys Island & Reef Boat Charter from Key West

Marquesas Keys Island & Reef Boat Charter from Key West

Explore remote islands, patch corals, and shipwrecks by charter

5.0 • 6 reviews
$1,129& up
Key West Offshore Fishing Charter

Key West Offshore Fishing Charter

Light-Tackle Reef and Wreck Fishing for Families and Beginners

5.0 • 6 reviews
$678& up
Fishing Charter on a 39' Yellowfin in Key West

Fishing Charter on a 39' Yellowfin in Key West

Reef, offshore, and island adventures aboard a private Yellowfin charter

5.0 • 6 reviews
$949& up
24' Sea Fox Boat Rental in Key West
Up to 8

24' Sea Fox Boat Rental in Key West

Self-guided Key West boating with flexible docking options

4.7 • 21 reviews
$460/ boat
24' Boat Rental in Key West
Up to 8

24' Boat Rental in Key West

Flexible Key West boat days with onboard GPS and radio

4.7 • 21 reviews
$460/ boat
20' Boat Rental in Key West
Up to 5

20' Boat Rental in Key West

Chart your own Key West day aboard a 20-foot Sea Fox Viper

4.7 • 21 reviews
$397/ boat
22' Sea Fox Boat Rental in Key West

22' Sea Fox Boat Rental in Key West

Take the helm for flexible Key West boating, from a half day to a week

4.7 • 21 reviews
$426/ boat
Key West 13-Person Pontoon Rental
Up to 13

Key West 13-Person Pontoon Rental

Cruise Key West waters with onboard GPS, shade, and a cooler

4.7 • 21 reviews
$460/ boat
2-Tank Vandenberg Wreck Dive in Key West

2-Tank Vandenberg Wreck Dive in Key West

Explore the USNS Vandenberg on a 2-tank morning wreck dive

4.6 • 349 reviews
$260/ person
Scuba Refresher Course for Certified Divers in Key West

Scuba Refresher Course for Certified Divers in Key West

Refresh your scuba skills with a pool session and a guided 2-tank reef dive

4.6 • 349 reviews
$132/ person
Afternoon 2-Tank Barrier Reef Dive in Key West

Afternoon 2-Tank Barrier Reef Dive in Key West

Explore two reef dives on the Florida Keys barrier reef with a conservation-focused PADI Eco Center

4.6 • 349 reviews
$203/ person
Sunset & Night Scuba Dive for Certified Divers in Key West

Sunset & Night Scuba Dive for Certified Divers in Key West

Explore Key West’s underwater world after sunset with lights and gear included

4.6 • 349 reviews
$199/ person
Beginner Scuba Diving in Key West

Beginner Scuba Diving in Key West

Learn scuba basics in a pool, then explore shallow reef areas with an instructor

4.6 • 349 reviews
$280/ person
Key West Reef Dive & Snorkel Trip

Key West Reef Dive & Snorkel Trip

Explore Key West’s barrier reef with diving or snorkeling options

4.6 • 311 reviews
$182/ person
Key West USS Vandenberg Wreck Dive

Key West USS Vandenberg Wreck Dive

Dive the 10-story Vandenberg artificial reef off Key West

4.6 • 311 reviews
$182/ person
Key West Naturist Charter

Key West Naturist Charter

Private sandbar charter with dolphin and turtle watching

5.0 • 4 reviews
$1,219
8-Hour Private Sailing Catamaran Charter in Key West

8-Hour Private Sailing Catamaran Charter in Key West

Private sailing, ocean scenery, and a setting built around your comfort

5.0 • 4 reviews
$1,855
Sandbar Charter in Key West

Sandbar Charter in Key West

Cruise shallow waters with sandbar stops and onboard comforts

5.0 • 4 reviews
$1,219
4-Hour Charter in Key West

4-Hour Charter in Key West

Choose a sandbar or reef outing, weather permitting

5.0 • 4 reviews
$371/ person
Key West Sunrise or Sunset Catamaran Charter

Key West Sunrise or Sunset Catamaran Charter

Private catamaran sailing for sunrise or sunset ocean views

5.0 • 4 reviews
$1,007
4-Hour Sailing Catamaran Charter in Key West

4-Hour Sailing Catamaran Charter in Key West

Private sailing with an onboard bathroom and kitchen

5.0 • 4 reviews
$1,219
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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