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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 505-528 of 836 results
Key West 36' Fishing Charter

Key West 36' Fishing Charter

Fish Key West's shallow backcountry channels aboard a 36-foot boat

5.0 • 1 reviews
$1,060& up
Shared Deep Sea Fishing Charter in Key West

Shared Deep Sea Fishing Charter in Key West

Fish offshore with expert crew support, gear, and space to relax

5.0 • 1 reviews
$249/ person
Private Sandbar Boat Charter in Key West on a 28' Jetboat

Private Sandbar Boat Charter in Key West on a 28' Jetboat

Private charter with local captains and flexible sandbar stops

$689& up
Private 3-Hour Sailing Cruise in Key West

Private 3-Hour Sailing Cruise in Key West

Sail the Florida Keys privately aboard a classic sailboat

$635
6-Hour Wakeboarding & Tubing Charter in Key West

6-Hour Wakeboarding & Tubing Charter in Key West

Plan a private day on the water with wakeboarding, tubing, and room to relax

$1,006
4-Hour Wakeboarding & Tubing Charter in Key West

4-Hour Wakeboarding & Tubing Charter in Key West

Set your own pace on a private Key West boat day with wakeboarding and tubing

$794
Clear Kayak Eco-Tour in Big Pine Key

Clear Kayak Eco-Tour in Big Pine Key

Paddle clear kayaks through mangrove tunnels and look for Florida Keys wildlife

$147
Private eFoil Charter in Stock Island

Private eFoil Charter in Stock Island

Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

$954& up
Key West Sandbar Charter

Key West Sandbar Charter

Shape your own private day on Key West's remote sandbars and beaches

$741
Private Key West Sandbar Charter

Private Key West Sandbar Charter

Shape your own day on a private boat to remote Key West sandbars and beaches

$953
Private Snorkeling Charter in Key West

Private Snorkeling Charter in Key West

Explore quieter, shallow-water reefs on a private outing shaped around your group

$741
Key West Private Snorkeling Charter

Key West Private Snorkeling Charter

Plan a private day exploring shallow, calm reefs beyond the crowds

$953
4-Hour Private Fishing Charter in Key West

4-Hour Private Fishing Charter in Key West

Fish the reef or mangroves on a private charter built for a relaxed day on the water

$794
6-Hour Private Fishing Charter in Key West

6-Hour Private Fishing Charter in Key West

Fish the reef or mangroves on a private charter tailored to your day

$1,006
Private Eco Cruise From Stock Island

Private Eco Cruise From Stock Island

Make your day on the water your own with reef, sandbar, and mangrove options

$636
3-Hour eFoil Lesson in Big Coppitt Key

3-Hour eFoil Lesson in Big Coppitt Key

Build eFoil riding skills together with coaching for your group

$928
Dual eFoil Lesson in Stock Island

Dual eFoil Lesson in Stock Island

Learn eFoil fundamentals side by side with a coach

$663
Private eFoil Lesson in Stock Island

Private eFoil Lesson in Stock Island

Build eFoil skills with one-on-one coaching

$371/ person
Key West 2-Hour Private Sandbar Charter

Key West 2-Hour Private Sandbar Charter

Set your own pace at remote Key West sandbars and beaches

$371
Sunset Glow Kayak Tour Through Key West Mangroves

Sunset Glow Kayak Tour Through Key West Mangroves

Glide into the night with LEDs lighting the water beneath your kayak

$147/ kayak
22' Deck Boat Rental in Summerland Key
Up to 10

22' Deck Boat Rental in Summerland Key

Take the helm with room to relax and an onboard stereo

$511/ boat
21' Fishing Boat Rental in Summerland Key
Up to 6

21' Fishing Boat Rental in Summerland Key

Take the helm for fishing, snorkeling or diving

$426/ boat
23' Carolina Skiff Boat Rental in Summerland Key
Up to 6

23' Carolina Skiff Boat Rental in Summerland Key

Take the helm and explore the Keys on your own

$511/ boat
24' Fishing Boat Rental in Summerland Key
Up to 6

24' Fishing Boat Rental in Summerland Key

Head out fishing with room for family, friends, and gear

$482/ boat
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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