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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 313-336 of 836 results
Private Deep Sea Fishing Charter in Key West

Private Deep Sea Fishing Charter in Key West

Fish offshore for mahi, tuna, sailfish, and marlin on a private charter

4.8 • 1K reviews
$1,251& up
Marquesas Islands Full-Day Fishing Charter

Marquesas Islands Full-Day Fishing Charter

Private light-tackle fishing in the remote Marquesas

4.8 • 1K reviews
$1,797
Private 40' Deep Sea Fishing Charter in Key West

Private 40' Deep Sea Fishing Charter in Key West

Private offshore fishing with a family-friendly crew in Key West

4.8 • 1K reviews
$1,196& up
6-Hour Deep Sea Fishing Charter in Key West

6-Hour Deep Sea Fishing Charter in Key West

Target offshore game fish with a professional crew, bait and tackle included

4.8 • 1K reviews
$315/ person
Key West 4-Hour Deep Sea Fishing Charter

Key West 4-Hour Deep Sea Fishing Charter

Shared offshore fishing with bait, tackle, and fishing license included

4.8 • 1K reviews
$250/ person
Private Light Tackle Fishing Charter in Key West

Private Light Tackle Fishing Charter in Key West

Chase offshore species with light tackle and a crew that keeps you hands-on

4.8 • 1K reviews
$1,360& up
Private Key West Offshore Fishing Charter on 47' Hatteras

Private Key West Offshore Fishing Charter on 47' Hatteras

Fish offshore with three generations of Key West experience

4.8 • 1K reviews
$1,415/ boat
Private 45' Deep-Sea Fishing Charter in Key West

Private 45' Deep-Sea Fishing Charter in Key West

Fish offshore with an experienced crew aboard a tournament-winning Hatteras

4.8 • 1K reviews
$1,305& up
Private Marquesas Keys Fishing Charter from Key West

Private Marquesas Keys Fishing Charter from Key West

Fish beyond the usual grounds in waters rich with Spanish shipwreck history

4.8 • 1K reviews
$1,960& up
Private Key West Sandbar & Snorkel Charter on 26' Tritoon
Up to 6

Private Key West Sandbar & Snorkel Charter on 26' Tritoon

Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

4.8 • 782 reviews
$911& up
Key West Dolphin Watch & Snorkel Tour

Key West Dolphin Watch & Snorkel Tour

Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise

4.8 • 782 reviews
$120/ person
Key West Snorkel Gear Rental

Key West Snorkel Gear Rental

Mask, snorkel and fins for exploring Key West waters

5.0 • 28 reviews
$14/ set
Key West Adult Small Snorkel Gear Rental

Key West Adult Small Snorkel Gear Rental

Get a complete mask, snorkel, and fins set for your time in the water

5.0 • 28 reviews
$14& up
Child Large Snorkel Gear Rental In Key West

Child Large Snorkel Gear Rental In Key West

Get a child large snorkel set for exploring beneath the surface

5.0 • 28 reviews
$14/ set
Key West Child Snorkel Gear Rental

Key West Child Snorkel Gear Rental

Child-sized snorkeling gear for exploring the water

5.0 • 28 reviews
$14/ set
Key West Snorkeling Vest Rental

Key West Snorkeling Vest Rental

Stay comfortably afloat while snorkeling with a vest sized for juniors and adults

5.0 • 28 reviews
$11/ vest
Private Fishing Charter in Key West on a 43' Boat

Private Fishing Charter in Key West on a 43' Boat

Fish Key West waters from a private 43-foot sport-fishing boat

4.9 • 53 reviews
$1,060& up
Private 3-Hour Sailing Lesson in Key West

Private 3-Hour Sailing Lesson in Key West

Choose your boat and learn to sail with a private instructor in Key West

4.9 • 51 reviews
$143& up
Private Sailing Lesson in Key West for All Levels

Private Sailing Lesson in Key West for All Levels

Learn at your own pace with private instruction on the water

4.9 • 51 reviews
$95& up
2-Hour Beginner Sailing Lesson in Key West

2-Hour Beginner Sailing Lesson in Key West

Learn sailing fundamentals aboard Hobie Wave catamarans

4.9 • 51 reviews
$48/ person
Private Dolphin Watch & Snorkel Sail in Key West

Private Dolphin Watch & Snorkel Sail in Key West

Sail Key West and snorkel the backcountry on your own private boat

4.8 • 376 reviews
$959
Private Key West Sailing Charter with Giant Lily Pad Float

Private Key West Sailing Charter with Giant Lily Pad Float

Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

4.8 • 376 reviews
$789
Sail a Private Key West Harbor Sunset Charter

Sail a Private Key West Harbor Sunset Charter

Private 2-hour Key West sunset sail with captain and mate

4.8 • 376 reviews
$732
Key West Sunset Snorkel Cruise

Key West Sunset Snorkel Cruise

Sail, snorkel and watch the Key West sunset from your private boat

4.8 • 376 reviews
$1,129
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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