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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 649-672 of 836 results
Half-Day Tarpon & Snapper Fishing Charter in Key West

Half-Day Tarpon & Snapper Fishing Charter in Key West

Fish nearshore in the Florida Keys on a 4-hour bay boat trip

$848
Dry Tortugas Private Cruise From Key West

Dry Tortugas Private Cruise From Key West

Explore Fort Jefferson and vibrant reefs by private yacht

$2,120
Private Backcountry Sandbar & Snorkel Charter in Key West

Private Backcountry Sandbar & Snorkel Charter in Key West

Snorkel reefs, watch for dolphins, and relax on a private sandbar for up to 6

$742& up
Private Morning Tiki Boat Cruise in Key West

Private Morning Tiki Boat Cruise in Key West

Bring your own drinks for a private morning tiki boat cruise

$426
Happy Hour Tiki Boat Cruise in Key West

Happy Hour Tiki Boat Cruise in Key West

Cruise Key West on a private tiki bar boat with a captain

$341
Cruise the Key West Sandbar on an 8-Hour Charter

Cruise the Key West Sandbar on an 8-Hour Charter

Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key

$1,362
4-Hour Private Deep-Sea Fishing Charter in Key West

4-Hour Private Deep-Sea Fishing Charter in Key West

Fish offshore on a private, air-conditioned Key West charter

$1,166
Key West Private Boat Charter

Key West Private Boat Charter

Swim, snorkel, or relax on a private Key West boat

$323& up
Night Bully Net Fishing Charter in Key West

Night Bully Net Fishing Charter in Key West

Fish for lobsters by bully net on a small-group Key West night charter

$636
Full-Day Key West Bay Boat Fishing Charter

Full-Day Key West Bay Boat Fishing Charter

Spend 8 hours fishing the Florida Keys from a Pathfinder bay boat

$1,378/ boat
Key West 3-Hour Boat Charter

Key West 3-Hour Boat Charter

Speed across Key West waters for sandbars, swings and wildlife watching

$1,375
Key West Sandbar Boat Charter

Key West Sandbar Boat Charter

Charter a 4-hour trip to Key West sandbars for swimming and snorkeling

$795
Offshore Gulf Stream Fishing Charter in Key West

Offshore Gulf Stream Fishing Charter in Key West

Fish the Gulf Stream on a 4–8 hour charter for up to 6 people

$1,325& up
Key West Sunset Cruise on a Tiki Bar Catamaran

Key West Sunset Cruise on a Tiki Bar Catamaran

Tiki boat sunset views with your own soundtrack

$85/ person
4-Hour Private Sandbar Charter in Key West

4-Hour Private Sandbar Charter in Key West

Private 4-hour sandbar charter for up to 6 in Key West

$908
Swim & Relax on a 6-Hour Key West Sandbar Charter

Swim & Relax on a 6-Hour Key West Sandbar Charter

Private 6-hour sandbar charter for up to 6 people

$1,135
Sunset Sandbar Boat Charter in Key West

Sunset Sandbar Boat Charter in Key West

Cruise to secluded Key West sandbars at sunset for swimming and snorkeling

$398
Cruise Key West Sandbar Or Reef Shared Charter

Cruise Key West Sandbar Or Reef Shared Charter

4-hour Key West shared charter to the sandbar or reef with snacks and water

$398/ person
Sail a Private Catamaran Charter in Key West

Sail a Private Catamaran Charter in Key West

Charter a Lagoon 450 F catamaran for up to 12 guests

$2,838& up
Private Full-Day Fishing Charter in Key West

Private Full-Day Fishing Charter in Key West

Spend 8 hours fishing Key West waters with Captain Magnus (up to 6 passengers)

$1,590
Private Reef Snorkeling Charter in Key West

Private Reef Snorkeling Charter in Key West

Sail to a Key West reef aboard a private 60-foot schooner

$1,362
Panga Center Console Fishing Boat Rental in Key West

Panga Center Console Fishing Boat Rental in Key West

Create your own offshore or backcountry fishing day on local waterways

$650/ boat
23' Everglades Boat Rental in Key West
Up to 6

23' Everglades Boat Rental in Key West

Set your own course for fishing, snorkeling, paddling, or cruising

$758/ boat
3/4-Day Key West Fishing Charter for Tarpon & Snapper

3/4-Day Key West Fishing Charter for Tarpon & Snapper

More time on the water to target a variety of Keys fish

$1,060
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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