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Best results for

Boat Tours in Big Pine Key, FL

Showing 49-72 of 178 results
Private Captain for Your Own Boat in the Florida Keys

Private Captain for Your Own Boat in the Florida Keys

Put a licensed captain at the helm of your Florida Keys boat

4.9 • 154 reviews
$848& up
Key West Tiki Boat Sunset Cruise Past Mallory Square

Key West Tiki Boat Sunset Cruise Past Mallory Square

Cruise Key West Harbor on a tiki boat at sunset

4.9 • 192 reviews
$91/ person
Private Sandbar Charter in Stock Island

Private Sandbar Charter in Stock Island

Plan your own day of sandbars, beaches and calm-water cruising

4.9 • 137 reviews
$636& up
Private Backcountry Sandbar Boat Tour in Key West

Private Backcountry Sandbar Boat Tour in Key West

Design your own sandbar escape among Key West’s mangroves

5.0 • 76 reviews
$477
Private Sandbar & Mangrove Island Boat Charter in Key West

Private Sandbar & Mangrove Island Boat Charter in Key West

Private access to Key West sandbars, beaches, and mangroves

5.0 • 51 reviews
$681
Key West Sandbar & Sunset Cruise

Key West Sandbar & Sunset Cruise

Lunch, water activities, and a sunset cruise in one Key West afternoon

4.9 • 1K reviews
$148/ person
Laid-Back Key West Sunset Cruise with Music

Laid-Back Key West Sunset Cruise with Music

Ease into the evening on the water around Key West

5.0 • 50 reviews
$397
Key West Sandbar Boat Charter

Key West Sandbar Boat Charter

Swim, snorkel, and unwind at secluded Florida Keys sandbars

5.0 • 70 reviews
$954/ boat
Private Captained Boat Charter in Key West

Private Captained Boat Charter in Key West

Relax on a bow-rider with space to lounge in the sun or shade

5.0 • 183 reviews
$597
Private Waterfront Bar Hop Boat Cruise Near Key West

Private Waterfront Bar Hop Boat Cruise Near Key West

Pair Stock Island’s waterfront scenery with marina bars, seafood, and tacos

5.0 • 49 reviews
$722
4-Hour Sandbar Cruise in Key West

4-Hour Sandbar Cruise in Key West

Share a laid-back Key West sandbar outing with fellow travelers

5.0 • 55 reviews
$284/ person
Key West Sandbar Charter

Key West Sandbar Charter

Explore Key West sandbars with music, snorkeling, and time on the water

5.0 • 46 reviews
$742& up
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

5.0 • 44 reviews
$735
Swim Stop Cruise in Key West

Swim Stop Cruise in Key West

Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride

4.9 • 192 reviews
$96/ person
Memorial Ash Scattering Boat Charter in Key West

Memorial Ash Scattering Boat Charter in Key West

Create a farewell at sea tailored to your loved one's wishes

4.9 • 137 reviews
$530& up
Sandbar Charter in the Florida Keys

Sandbar Charter in the Florida Keys

Cruise to Florida Keys sandbars with water, ice, and cooler space included

4.9 • 113 reviews
$681& up
Private Sandbar & Mangrove Island Boat Charter in Key West

Private Sandbar & Mangrove Island Boat Charter in Key West

Private boat time for sandbars, mangroves, and beach picnics

5.0 • 51 reviews
$795
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Cruise mangroves, swim a local sandbar, and set your own pace

5.0 • 39 reviews
$313& up
Key West Manatee Mangrove Cruise

Key West Manatee Mangrove Cruise

Slowly cruise Key West mangroves while looking for manatees and other wildlife

5.0 • 39 reviews
$335/ person
Island-Hopping Charter in Key West

Island-Hopping Charter in Key West

Explore backcountry islands, shipwrecks, and sandbars on a private charter

5.0 • 34 reviews
$1,007& up
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Hang out like a local on the sandbars

4.9 • 71 reviews
$741& up
Private Dry Tortugas Charter From Key West

Private Dry Tortugas Charter From Key West

Explore Fort Jefferson, shipwreck snorkeling, and Loggerhead Key by private boat

4.9 • 63 reviews
$2,755
Key West Sunset Cruise

Key West Sunset Cruise

Set out on a shaded boat for a Key West sunset

5.0 • 55 reviews
$681& up
Captain Your Boat to Hidden Sandbars & Mangroves

Captain Your Boat to Hidden Sandbars & Mangroves

Captain a two-person boat to secluded sandbars and mangrove islands.

4.8 • 24.1K reviews
$202
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Big Pine Key Things To Do
Boat ToursFishing Charters290Boat Rentals128Snorkeling106Yacht Charters100
More
  • Sailing84
  • Scuba Diving75
  • Car Rentals60
  • Sunrise and Sunset Tours46
  • Bike Rentals34
  • Private Fishing Charters26
  • Dolphin Watching24
Kayaking Tours21
  • Jet Skiing19
  • Scooter Rentals12
  • Ghost and Haunted9
  • Scenic Flights9
  • Scavenger Hunts8
  • Dinner Cruises7
  • Paddleboarding7
  • Bar and Pub Crawl6
  • Parasailing6
  • Private Boat Charters6
  • Water Skiing6
  • Helicopter Tours5