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Best results for

Water Activities in Big Pine Key, FL

Showing 793-816 of 978 results
Key West 4-Hour Deep Sea Fishing Charter

Key West 4-Hour Deep Sea Fishing Charter

Cast off aboard an air-conditioned sportfishing boat

$1,166
64' Power Catamaran Charter in Key West

64' Power Catamaran Charter in Key West

Stretch out across teak decks, lounges, and a spacious salon on the water

$6,810
8-Hour Key West Yacht Charter

8-Hour Key West Yacht Charter

Cruise aboard a sleek Sea Ray with a bright, high-end cabin

$2,838
Sunset Cruise in Key West

Sunset Cruise in Key West

Sail into the evening aboard a sleek Sea Ray 420 Sundancer

$1,135
Key West Big Fish Fishing Charter

Key West Big Fish Fishing Charter

Cast for big fish with a seasoned Key West captain

$1,007
Key West 6-Hour Fishing Charter

Key West 6-Hour Fishing Charter

Fish South Florida waters with Captain Magnus aboard the Ultra Grand Slam

$1,272
Marathon 25' Center Console Boat Rental
Up to 9

Marathon 25' Center Console Boat Rental

Twin-engine boat for fishing, sandbars, and offshore exploring

$437/ boat
24' Family Deck Boat Rental in Marathon
Up to 12

24' Family Deck Boat Rental in Marathon

A roomy deck boat for sandbar trips, sightseeing, and time on the water

$408/ boat
4-Hour Fishing, Snorkel & Sandbar Charter in Marathon

4-Hour Fishing, Snorkel & Sandbar Charter in Marathon

Fish reef, bluewater, or backcountry waters tailored to your goals

$1,309
4-Hour Fishing & Snorkeling Charter in Marathon

4-Hour Fishing & Snorkeling Charter in Marathon

Choose reef, bluewater, or backcountry fishing tailored to seasonal action

$1,309
6-Hour Marathon Fishing Charter

6-Hour Marathon Fishing Charter

Explore multiple fishing ecosystems on a flexible private charter

$1,309
Full-Day Fishing Charter in Marathon

Full-Day Fishing Charter in Marathon

Explore reef, bluewater, and backcountry fishing grounds

$1,745
4-Hour Fishing Charter in Marathon

4-Hour Fishing Charter in Marathon

Choose reef, bluewater, or backcountry fishing tailored to your target species

$873
Marathon Fishing & Sandbar Charter

Marathon Fishing & Sandbar Charter

Choose reef or bluewater fishing with time at the sandbar

$1,745
6-Hour Lobstering Charter in Marathon

6-Hour Lobstering Charter in Marathon

Target seasonal catches across reef, bluewater, or backcountry waters

$1,309
4-Hour Fishing Charter in Marathon

4-Hour Fishing Charter in Marathon

Target seasonal fish across reef, bluewater, or backcountry waters

$1,309
4-Hour Lobstering Charter in Marathon

4-Hour Lobstering Charter in Marathon

Target seasonal species across reef, bluewater, or backcountry waters

$654
Sunset Cruise in Marathon

Sunset Cruise in Marathon

Target seasonal fish across reef, bluewater, or backcountry waters

$436
Marathon Lobstering Charter

Marathon Lobstering Charter

Pair lobstering with reef fishing, snorkeling, or a sandbar visit

$1,309
Private Sunset Sail on a 60' Schooner in Key West

Private Sunset Sail on a 60' Schooner in Key West

Make sunset your own with a private schooner sail

$681
Private 60' Schooner Wedding at Sea in Key West

Private 60' Schooner Wedding at Sea in Key West

Exchange vows at sea with a licensed captain officiating

$1,703
21' Sundeck Boat Rental in Marathon, FL
Up to 10

21' Sundeck Boat Rental in Marathon, FL

Make room for cruising, fishing, and snorkeling on one versatile boat

$350/ boat
Private Full-Day Fishing Charter in Marathon

Private Full-Day Fishing Charter in Marathon

Take on a sunrise-to-sunset fishing challenge

$2,181
Private Boat-Towed Hydrofoil Lesson in Key West

Private Boat-Towed Hydrofoil Lesson in Key West

Build your foiling skills at your own pace

$345/ person
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Big Pine Key Things To Do
Fishing Charters236Boat Tours145Boat Rentals124Snorkeling100Yacht Charters92
More
  • Sailing78
  • Scuba Diving69
  • Car Rentals55
  • Sunrise and Sunset Tours44
  • Bike Rentals32
  • Private Fishing Charters27
  • Dolphin Watching22
Kayaking Tours20
  • Jet Skiing17
  • Scenic Flights9
  • Ghost and Haunted8
  • Scavenger Hunts8
  • Scooter Rentals8
  • Dinner Cruises7
  • Paddleboarding7
  • Bar and Pub Crawl6
  • Parasailing6
  • Private Boat Charters6
  • Water Skiing6
  • Helicopter Tours5
  • 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.