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Best results for

Water Activities in Big Pine Key, FL

Showing 601-624 of 987 results
21' Center Console Boat Rental in Marathon, FL
Up to 7

21' Center Console Boat Rental in Marathon, FL

Explore Florida Keys waters in a fishing-equipped Parker

$397/ boat
22' Dual Console Boat Rental in Marathon
Up to 7

22' Dual Console Boat Rental in Marathon

Take the helm for a boating escape in the Florida Keys

$454/ boat
20' Mako Dual Console Boat Rental in Marathon
Up to 7

20' Mako Dual Console Boat Rental in Marathon

Explore the Florida Keys with 150 HP and gear for fishing and swimming

$369/ boat
24' Deck Boat Rental in Marathon, Florida Keys
Up to 12

24' Deck Boat Rental in Marathon, Florida Keys

Explore the Florida Keys with a deck boat equipped for fishing and swimming

$482/ boat
25' Center Console Boat Rental in Marathon
Up to 10

25' Center Console Boat Rental in Marathon

Explore Florida Keys waters with fishing gear and easy access to the water

$568/ boat
Offshore, Reef & Wreck Fishing Charter in Key Colony Beach

Offshore, Reef & Wreck Fishing Charter in Key Colony Beach

Cast your line with fuel and fishing licenses included

4.9 • 163 reviews
$1,166& up
Private Reef & Wreck Fishing Charter in Key Colony Beach

Private Reef & Wreck Fishing Charter in Key Colony Beach

Fish reefs, wrecks, or offshore waters on a private charter

4.9 • 163 reviews
$1,060& up
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
25' Flats & Reef Boat Rental in Summerland Key
Up to 6

25' Flats & Reef Boat Rental in Summerland Key

Take the helm of a boat built for flats and reefs

$568/ boat
Private Half-Day Boat Charter in Key West

Private Half-Day Boat Charter in Key West

Enjoy time on the water with your own group

$678
Private 30' Center Console Fishing Charter in Marathon

Private 30' Center Console Fishing Charter in Marathon

Explore inshore and offshore waters with space to fish comfortably

5.0 • 26 reviews
$1,055
Private Fishing Charter on a 40' Hatteras in Marathon

Private Fishing Charter on a 40' Hatteras in Marathon

Target hard-fighting game fish prized for the dinner table

5.0 • 26 reviews
$2,009
45' Offshore & Reef Fishing Charter in Marathon

45' Offshore & Reef Fishing Charter in Marathon

Choose a fishing adventure, sunset cruise, or island-hopping outing

5.0 • 26 reviews
$1,272& up
Inshore & Tarpon Fishing Charter in Key Colony Beach

Inshore & Tarpon Fishing Charter in Key Colony Beach

Target big fish with a crew that enjoys teaching beginners

$901& up
Full-Day Private Boat Rental in Key West
Up to 12

Full-Day Private Boat Rental in Key West

Explore beaches, sandbars, and dockside stops with a private boat

$1,413/ boat
Private Bareboat Charter in Key West for Sandbars & Sunset
Up to 12

Private Bareboat Charter in Key West for Sandbars & Sunset

Explore the Florida Keys with a blend of speed, comfort, and style

$743/ boat
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Trade the shore for beach stops, sandbars, and dockside dining

$1,095/ boat
Private Sandbar & Sunset Boat Rental in Key West
Up to 12

Private Sandbar & Sunset Boat Rental in Key West

Make your outing your own, from beach stops to dockside dining or a sunset cruise

$403/ boat
Private Full-Day Sandbar Boat Charter in Key West
Up to 12

Private Full-Day Sandbar Boat Charter in Key West

Combine beach time, sandbar visits, and dockside dining on a private boat

$2,270/ boat
Private Sandbar & Sunset Boat Charter in Key West

Private Sandbar & Sunset Boat Charter in Key West

Make the water your setting for a celebration or a relaxed escape

$1,362/ boat
Private Sandbar & Beach Boat Charter in Key West
Up to 12

Private Sandbar & Beach Boat Charter in Key West

Cruise the Florida Keys with speed, comfort, and room to celebrate

$1,930/ 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.

Big Pine Key Things To Do
Fishing Charters255Boat Tours159Boat Rentals124Snorkeling104Yacht Charters92
More
  • Sailing80
  • Scuba Diving69
  • Car Rentals57
  • Sunrise and Sunset Tours44
  • Bike Rentals32
  • Private Fishing Charters27
  • Dolphin Watching23
Kayaking Tours20
  • Jet Skiing17
  • Scenic Flights9
  • Scooter Rentals9
  • Ghost and Haunted8
  • Scavenger Hunts8
  • Dinner Cruises7
  • Paddleboarding7
  • Bar and Pub Crawl6
  • Parasailing6
  • Private Boat Charters6
  • Water Skiing6
  • Helicopter Tours5