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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 217-240 of 836 results
Key West 4-Hour Fishing Charter

Key West 4-Hour Fishing Charter

Target reef, shark, tarpon, or pelagic fish on a private Key West outing

5.0 • 44 reviews
$848
6-Hour Key West Fishing Charter

6-Hour Key West Fishing Charter

Troll offshore or fish reefs and wrecks for a range of species

5.0 • 44 reviews
$1,166
Sandbar Charter in the Florida Keys

Sandbar Charter in the Florida Keys

Cruise to Florida Keys sandbars with water, ice, and cooler space included

4.9 • 113 reviews
$681& up
Guided Spearfishing Charter in Key West

Guided Spearfishing Charter in Key West

Explore reefs and blue water on a guided spearfishing trip

4.9 • 113 reviews
$908& up
Key West Guided Freediving Charter

Key West Guided Freediving Charter

Explore Florida Keys wrecks and reefs with an experienced underwater guide

4.9 • 113 reviews
$681& up
23' Tri-Hull Deck Boat Rental in Cudjoe Key
Up to 8

23' Tri-Hull Deck Boat Rental in Cudjoe Key

A 23-foot tri-hull boat for experienced navigation in Cudjoe Key waters

4.9 • 109 reviews
$562/ boat
19' Bay Boat Rental in Cudjoe Key

19' Bay Boat Rental in Cudjoe Key

A roomy bay boat with GPS, livewells and swim access

4.9 • 109 reviews
$460/ boat
18' Center Console Boat Rental in Cudjoe Key

18' Center Console Boat Rental in Cudjoe Key

Navigate Cudjoe Key waters with GPS and a 150 hp Yamaha

4.9 • 109 reviews
$448/ boat
20' Pontoon Rental in Cudjoe Key
Up to 8

20' Pontoon Rental in Cudjoe Key

Navigate Cudjoe Key’s shallow waters with a 70 hp pontoon and Garmin GPS

4.9 • 109 reviews
$460/ boat
Cudjoe Key 21' Deck Boat Rental
Up to 8

Cudjoe Key 21' Deck Boat Rental

Navigate shallow waters on a versatile center-console deck boat

4.9 • 109 reviews
$471/ boat
Marathon Catch-and-Release Shark Fishing Charter

Marathon Catch-and-Release Shark Fishing Charter

Fish Florida Bay’s shallow waters and release sharks unharmed

4.9 • 105 reviews
$954& up
Marathon Reef & Wreck Fishing Charter

Marathon Reef & Wreck Fishing Charter

Cast for reef and wreck species in the Florida Keys

4.9 • 105 reviews
$954/ boat
Offshore Tuna Fishing Charter in Marathon

Offshore Tuna Fishing Charter in Marathon

Chase tuna, wahoo, and dolphin fish in the Gulf Stream off Marathon

4.9 • 105 reviews
$1,484/ boat
Family Fishing Charter in Marathon

Family Fishing Charter in Marathon

Hands-on fishing with patient coaching for all ages

4.9 • 105 reviews
$954/ boat
Tarpon Fishing Charter Near Seven Mile Bridge

Tarpon Fishing Charter Near Seven Mile Bridge

Fish live bait for tarpon around the Florida Keys' iconic bridge passes

4.9 • 105 reviews
$954/ boat
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Cruise mangroves, swim a local sandbar, and set your own pace

5.0 • 39 reviews
$313& up
Private Reef Fishing Charter in Key West

Private Reef Fishing Charter in Key West

Cast for snapper on a private Key West reef trip

5.0 • 39 reviews
$949& up
Lobster Snorkeling Charter in Key West

Lobster Snorkeling Charter in Key West

Find lobster hideouts and learn how to catch them

5.0 • 39 reviews
$949& up
Custom Snorkel & Reef Fishing Charter in Key West

Custom Snorkel & Reef Fishing Charter in Key West

Build your ideal day with snorkeling, fishing and time on the water

5.0 • 39 reviews
$1,267& up
Reef Snorkeling Charter in Key West

Reef Snorkeling Charter in Key West

Snorkel Florida Keys reefs with gear, food, and drinks included

5.0 • 39 reviews
$503/ person
4-Hour Key West Snorkeling Cruise

4-Hour Key West Snorkeling Cruise

Snorkel Florida Keys Reefs With Gear, Food and Drinks Included

5.0 • 39 reviews
$335/ person
Key West Boat Wedding Charter

Key West Boat Wedding Charter

Exchange vows on the waters of Key West

5.0 • 39 reviews
$737& up
Clothing-Optional Cruise in Key West

Clothing-Optional Cruise in Key West

Shape a private Key West cruise around your own plans

5.0 • 39 reviews
$631
Key West 4-Hour Sandbar Charter

Key West 4-Hour Sandbar Charter

Explore Key West’s turquoise waters and white-sand sandbars with food and drinks included

5.0 • 39 reviews
$279/ person
1…91011…35
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