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Best results for

Boat Tours in Big Pine Key, FL

Showing 145-168 of 178 results
Private Key West Sandbar & Snorkeling Boat Charter

Private Key West Sandbar & Snorkeling Boat Charter

Make the day your own with a captain-tailored cruise through Key West's island waters

$1,249/ boat
Private Sandbar & Snorkel Boat Charter in Key West

Private Sandbar & Snorkel Boat Charter in Key West

Set your own pace on the water with a private captain

$451& up
Happy Hour Tiki Boat Cruise in Key West

Happy Hour Tiki Boat Cruise in Key West

Cruise Key West on a private tiki bar boat with a captain

$341
Private Key West Sandbar & Snorkel Boat Charter

Private Key West Sandbar & Snorkel Boat Charter

Set your own pace on a private cruise through Key West's islands

$454
Key West Sunset Cruise on a Tiki Bar Catamaran

Key West Sunset Cruise on a Tiki Bar Catamaran

Tiki boat sunset views with your own soundtrack

$85/ person
Swim & Relax on a 6-Hour Key West Sandbar Charter

Swim & Relax on a 6-Hour Key West Sandbar Charter

Private 6-hour sandbar charter for up to 6 people

$1,135
Sandbar Charter in Key West

Sandbar Charter in Key West

Private shallow-draft boating for sandbars, swings and wildlife watching

$1,219
4-Hour Shared Charter in Key West

4-Hour Shared Charter in Key West

Head to the sandbar or reef on a shared Key West charter

$398/ person
Private Sandbar & Snorkel Charter in Big Pine Key

Private Sandbar & Snorkel Charter in Big Pine Key

Make the Keys backcountry your own with a private captain-led charter

$636
Private Dry Tortugas Boat Charter from Key West

Private Dry Tortugas Boat Charter from Key West

Explore remote islands where sandy beaches meet 19th-century coastal history

$2,696/ boat
Private Tiki Boat Sandbar Party in Key West

Private Tiki Boat Sandbar Party in Key West

Private tiki boat time for swimming, floating, and relaxing with your crew

$426
Private Full-Day Sandbar & Island Charter in Big Pine Key

Private Full-Day Sandbar & Island Charter in Big Pine Key

Make the day your own with a flexible route through the Lower Keys

$1,060
Private Full-Day Boat Charter from Key West

Private Full-Day Boat Charter from Key West

Explore remote islands where coral reefs meet 19th-century history

$2,157/ boat
Private Mangrove & Island Hopping Charter in Big Pine Key

Private Mangrove & Island Hopping Charter in Big Pine Key

Discover quiet islands reached at the right tide

$848
Private Memorial & Ash Scattering Charter in Big Pine Key

Private Memorial & Ash Scattering Charter in Big Pine Key

Honor a loved one with a farewell on the water, shaped around their memory

$689
2-Hour Sandbar Boat Cruise

2-Hour Sandbar Boat Cruise

Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

5.0 • 183 reviews
$462
Shared Sandbar Charter with Snorkeling in Key West

Shared Sandbar Charter with Snorkeling in Key West

Share a relaxed sandbar outing with water gear, shade, and ice-cold water included

5.0 • 115 reviews
$142/ person
Powerboat Race Viewing Cruise in Key West

Powerboat Race Viewing Cruise in Key West

Watch the Powerboat Races from a captain-led spot on the water

4.9 • 5.9K reviews
$149/ person
Historic Harbor Cruise in Key West

Historic Harbor Cruise in Key West

Cruise Key West’s waterfront with local history narrated by a licensed captain

5.0 • 74 reviews
$1,055
Sand Dollar Swim Cruise in Marathon

Sand Dollar Swim Cruise in Marathon

Start the day with a family-friendly Florida Keys morning on the water

4.9 • 218 reviews
$107/ person
2-Hour Key West Seaport Cruise

2-Hour Key West Seaport Cruise

Cruise Key West’s seaport by tiki boat with captain-guided local stories

4.9 • 192 reviews
$85/ person
Clothing-Optional Fantasy Fest Cocktail Cruise in Key West

Clothing-Optional Fantasy Fest Cocktail Cruise in Key West

Pair sunset views with handcrafted drinks on the water

4.9 • 166 reviews
$118/ person
Sandbar Boat Charter in Key West on a 26' Intrepid

Sandbar Boat Charter in Key West on a 26' Intrepid

Explore a Key West sandbar by boat

5.0 • 46 reviews
$795/ boat
Key West Pirate Treasure Hunt Charter

Key West Pirate Treasure Hunt Charter

Follow pirate clues to hidden Key West sandbar treasure

5.0 • 39 reviews
$525
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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