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Best results for

Water Activities in Big Pine Key, FL

Showing 313-336 of 985 results
Ride a Jet Ski on a 1-Hour Freestyle Tour in Key West

Ride a Jet Ski on a 1-Hour Freestyle Tour in Key West

Pilot a jet ski in a supervised open-water area, ideal for beginners

4.8 • 996 reviews
$197/ jet ski
Private Deep Sea Fishing Charter in Key West

Private Deep Sea Fishing Charter in Key West

Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras

4.8 • 1K reviews
$1,087& up
3-Hour Shark Fishing Charter in Key West

3-Hour Shark Fishing Charter in Key West

Hands-on shark fishing in Key West for all ages

4.8 • 1K reviews
$708
Private Key West Deep Sea Fishing Charter on 47' Hatteras

Private Key West Deep Sea Fishing Charter on 47' Hatteras

Fish offshore with a knowledgeable crew on a 47-foot Hatteras

4.8 • 1K reviews
$1,415& up
Full-Day Shared Deep Sea Fishing Charter in Key West

Full-Day Shared Deep Sea Fishing Charter in Key West

Shared offshore fishing in Key West with a pro crew, max 6 passengers

4.8 • 1K reviews
$381/ person
Private Deep Sea Fishing Charter in Key West

Private Deep Sea Fishing Charter in Key West

Fish offshore for mahi, tuna, sailfish, and marlin on a private charter

4.8 • 1K reviews
$1,251& up
Marquesas Islands Full-Day Fishing Charter

Marquesas Islands Full-Day Fishing Charter

Private light-tackle fishing in the remote Marquesas

4.8 • 1K reviews
$1,797
Private 40' Deep Sea Fishing Charter in Key West

Private 40' Deep Sea Fishing Charter in Key West

Private offshore fishing with a family-friendly crew in Key West

4.8 • 1K reviews
$1,196& up
6-Hour Deep Sea Fishing Charter in Key West

6-Hour Deep Sea Fishing Charter in Key West

Target offshore game fish with a professional crew, bait and tackle included

4.8 • 1K reviews
$315/ person
Key West 4-Hour Deep Sea Fishing Charter

Key West 4-Hour Deep Sea Fishing Charter

Shared offshore fishing with bait, tackle, and fishing license included

4.8 • 1K reviews
$250/ person
Private Light Tackle Fishing Charter in Key West

Private Light Tackle Fishing Charter in Key West

Chase offshore species with light tackle and a crew that keeps you hands-on

4.8 • 1K reviews
$1,360& up
Private Key West Offshore Fishing Charter on 47' Hatteras

Private Key West Offshore Fishing Charter on 47' Hatteras

Fish offshore with three generations of Key West experience

4.8 • 1K reviews
$1,415/ boat
Private 45' Deep-Sea Fishing Charter in Key West

Private 45' Deep-Sea Fishing Charter in Key West

Fish offshore with an experienced crew aboard a tournament-winning Hatteras

4.8 • 1K reviews
$1,305& up
Private Marquesas Keys Fishing Charter from Key West

Private Marquesas Keys Fishing Charter from Key West

Fish beyond the usual grounds in waters rich with Spanish shipwreck history

4.8 • 1K reviews
$1,960& up
Private Key West Sandbar & Snorkel Charter on 26' Tritoon
Up to 6

Private Key West Sandbar & Snorkel Charter on 26' Tritoon

Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

4.8 • 782 reviews
$911& up
Key West Dolphin Watch & Snorkel Tour

Key West Dolphin Watch & Snorkel Tour

Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise

4.8 • 782 reviews
$120/ person
Key West Snorkel Gear Rental

Key West Snorkel Gear Rental

Mask, snorkel and fins for exploring Key West waters

5.0 • 28 reviews
$14/ set
Key West Adult Small Snorkel Gear Rental

Key West Adult Small Snorkel Gear Rental

Get a complete mask, snorkel, and fins set for your time in the water

5.0 • 28 reviews
$14& up
Child Large Snorkel Gear Rental In Key West

Child Large Snorkel Gear Rental In Key West

Get a child large snorkel set for exploring beneath the surface

5.0 • 28 reviews
$14/ set
Key West Child Snorkel Gear Rental

Key West Child Snorkel Gear Rental

Child-sized snorkeling gear for exploring the water

5.0 • 28 reviews
$14/ set
Key West Snorkeling Vest Rental

Key West Snorkeling Vest Rental

Stay comfortably afloat while snorkeling with a vest sized for juniors and adults

5.0 • 28 reviews
$11/ vest
Private Fishing Charter in Key West on a 43' Boat

Private Fishing Charter in Key West on a 43' Boat

Fish Key West waters from a private 43-foot sport-fishing boat

4.9 • 53 reviews
$1,060& up
Private 3-Hour Sailing Lesson in Key West

Private 3-Hour Sailing Lesson in Key West

Choose your boat and learn to sail with a private instructor in Key West

4.9 • 51 reviews
$143& up
Private Sailing Lesson in Key West for All Levels

Private Sailing Lesson in Key West for All Levels

Learn at your own pace with private instruction on the water

4.9 • 51 reviews
$95& up
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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