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Best results for

Water Activities in Big Pine Key, FL

Showing 625-648 of 987 results
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
Private Sandbar Boat Charter in Key West
Up to 12

Private Sandbar Boat Charter in Key West

Explore the Florida Keys aboard a private boat built for speed and comfort

$681/ boat
Private Full-Day Boat Charter in Key West
Up to 12

Private Full-Day Boat Charter in Key West

Explore the Florida Keys with the comfort and privacy of your own charter

$1,413/ boat
Private Sandbar & Sunset Boat Rental in Key West
Up to 12

Private Sandbar & Sunset Boat Rental in Key West

Make room for a celebration or a laid-back escape on the water

$743/ boat
Private Sandbar & Sunset Boat Rental in Key West
Up to 12

Private Sandbar & Sunset Boat Rental in Key West

Explore the Florida Keys with room for beach time and dockside stops

$1,095/ boat
Key West Private Boat Rental for Sandbar Hopping
Up to 12

Key West Private Boat Rental for Sandbar Hopping

Enjoy the Florida Keys your way on a comfortable private boat

$403/ boat
Reef Scuba Dive Trip for Certified Divers in Duck Key

Reef Scuba Dive Trip for Certified Divers in Duck Key

Enjoy longer bottom time on shallow reef dives

$175/ person
22' Boat Rental in Summerland Key

22' Boat Rental in Summerland Key

Take the helm with extra shade and onboard navigation tools

$386/ boat
Private Boat Tour Around Key West & Southernmost Buoy

Private Boat Tour Around Key West & Southernmost Buoy

See Key West's landmarks from the water without getting wet

$511
Private Sunset Boat Tour Around Key West

Private Sunset Boat Tour Around Key West

See Key West's landmarks from the water and catch the sunset with friends or family

$624
Private Custom Boat Charter in Key West

Private Custom Boat Charter in Key West

Shape your own private outing on the water

$908
Private Sandbar Boat Charter Near Key West

Private Sandbar Boat Charter Near Key West

Enjoy a sandbar escape with your favorite food and drinks

$908
Private 3/4-Day Light Tackle Fishing Charter in Key West

Private 3/4-Day Light Tackle Fishing Charter in Key West

Cast for a variety of species with fishing gear and licenses included

$1,007
Private Full-Day Inshore Fishing Charter in Key West

Private Full-Day Inshore Fishing Charter in Key West

Fish light tackle inshore, with the option to head offshore when weather permits

$1,219
Private Half-Day Light Tackle Fishing Charter in Key West

Private Half-Day Light Tackle Fishing Charter in Key West

Target a range of Key West fish with light tackle and weather-dependent offshore options

$795
Private Full-Day Marquesas Inshore Fishing from Key West

Private Full-Day Marquesas Inshore Fishing from Key West

Pair inshore fishing with patch-reef snorkeling when weather permits

$1,431
Private Full-Day Sandbar, Snorkel & Dolphin Tour in Key West

Private Full-Day Sandbar, Snorkel & Dolphin Tour in Key West

Enjoy extra time to explore and relax on the water

$901
Private Snorkel, Sandbar & Dolphin Tour in Key West

Private Snorkel, Sandbar & Dolphin Tour in Key West

Mix backcountry exploration with a relaxed sandbar escape

$689
Private Backcountry Snorkel & Sandbar Tour in Key West

Private Backcountry Snorkel & Sandbar Tour in Key West

Pair backcountry snorkeling with a sandbar stop

$583
Private Key West Backcountry Boat Charter & Snorkeling

Private Key West Backcountry Boat Charter & Snorkeling

Explore beyond the usual routes with a seventh-generation Key West local

$689
Private Tiki Boat Charter in Key West

Private Tiki Boat Charter in Key West

Cruise to the Key West locations you want to see

$1,060/ boat
Private Captained Boat Charter in Key West

Private Captained Boat Charter in Key West

Explore Key West your way aboard a private tiki boat

$689/ boat
Private Dry Tortugas Tiki Boat Charter From Key West

Private Dry Tortugas Tiki Boat Charter From Key West

Cruise with your own captain, a sundeck, and your choice of music

$2,120/ boat
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Swim and unwind at shallow ocean sandbars

$636
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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