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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 673-696 of 821 results
42' Sailing Catamaran Charter in Key West

42' Sailing Catamaran Charter in Key West

Sail the ocean on a private catamaran with a full bathroom and kitchen

$1,693
4-Hour Boat Charter in Key West

4-Hour Boat Charter in Key West

Shallow-draft sandbar hopping with dolphin and turtle watching

$1,219
Private Sailing Catamaran Charter in Key West

Private Sailing Catamaran Charter in Key West

Spend the day sailing Key West waters aboard a private catamaran

$2,567
Key West Offshore & Reef Fishing Charter

Key West Offshore & Reef Fishing Charter

Troll offshore or fish reefs and wrecks with a captain and deckhand

$1,219& up
Light Tackle Fishing Charter in Key West

Light Tackle Fishing Charter in Key West

Fish offshore, reefs, and wrecks with lighter tackle from a center-console boat

$1,113& up
Private Tiki Boat Sandbar Party in Key West

Private Tiki Boat Sandbar Party in Key West

Private tiki boat time for swimming, floating, and relaxing with your crew

$426
6-Hour Deep Sea Fishing Charter in Key West

6-Hour Deep Sea Fishing Charter in Key West

Cast off aboard an air-conditioned sportfishing boat

$1,484
Full-Day Key West Deep Sea Fishing Charter

Full-Day Key West Deep Sea Fishing Charter

Head offshore aboard an air-conditioned sportfishing boat for a private day on the water

$1,802
Key West 4-Hour Deep Sea Fishing Charter

Key West 4-Hour Deep Sea Fishing Charter

Cast off aboard an air-conditioned sportfishing boat

$1,166
Key West Sandbar Boat Charter

Key West Sandbar Boat Charter

Swim, snorkel, and unwind at secluded Florida Keys sandbars

$954/ boat
64' Power Catamaran Charter in Key West

64' Power Catamaran Charter in Key West

Stretch out across teak decks, lounges, and a spacious salon on the water

$6,810
8-Hour Key West Yacht Charter

8-Hour Key West Yacht Charter

Cruise aboard a sleek Sea Ray with a bright, high-end cabin

$2,838
Sunset Cruise in Key West

Sunset Cruise in Key West

Sail into the evening aboard a sleek Sea Ray 420 Sundancer

$1,135
Key West Big Fish Fishing Charter

Key West Big Fish Fishing Charter

Cast for big fish with a seasoned Key West captain

$1,007
Key West 6-Hour Fishing Charter

Key West 6-Hour Fishing Charter

Fish South Florida waters with Captain Magnus aboard the Ultra Grand Slam

$1,272
Private Sunset Sail on a 60' Schooner in Key West

Private Sunset Sail on a 60' Schooner in Key West

Make sunset your own with a private schooner sail

$681
Private 60' Schooner Wedding at Sea in Key West

Private 60' Schooner Wedding at Sea in Key West

Exchange vows at sea with a licensed captain officiating

$1,703
Private Boat-Towed Hydrofoil Lesson in Key West

Private Boat-Towed Hydrofoil Lesson in Key West

Build your foiling skills at your own pace

$345/ person
Private Wake Foiling Session for All Levels in Key West

Private Wake Foiling Session for All Levels in Key West

Build your wake foiling skills with time to practice and progress

$716
Private Wake Foiling Excursion in Key West

Private Wake Foiling Excursion in Key West

Make room for real progress, from your first ride to advanced wake foiling

$954
Half-Day Backcountry Fishing Charter in Key West

Half-Day Backcountry Fishing Charter in Key West

Reach shallow-water fishing grounds without a long boat ride

$848
Full-Day Backcountry Fishing Charter in Key West

Full-Day Backcountry Fishing Charter in Key West

Fish an entire tide cycle in the remote Lower Keys backcountry

$1,378
Half-Day Reef & Wreck Fishing Charter in Key West

Half-Day Reef & Wreck Fishing Charter in Key West

Follow the bite with Captain Brooks choosing the water to suit the conditions

$954
Full-Day Reef & Wreck Fishing Charter in Key West

Full-Day Reef & Wreck Fishing Charter in Key West

Explore more fishing grounds with time to follow the bite

$1,484
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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