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Best 1090

things to do in Sugarloaf Shores, FL

Showing 217-240 of 1,090 results
18' Pontoon Boat Rental in Cudjoe Key

18' Pontoon Boat Rental in Cudjoe Key

GPS-equipped pontoon rental with boat delivery

5.0 • 58 reviews
$511/ boat
Small-Group Dry Tortugas Boat Tour

Small-Group Dry Tortugas Boat Tour

Discover Fort Jefferson and Dry Tortugas waters by captained boat

5.0 • 55 reviews
$793/ person
Dry Tortugas Private Boat Charter From Key West

Dry Tortugas Private Boat Charter From Key West

Ride a private charter to Dry Tortugas with a licensed captain

5.0 • 55 reviews
$2,836
Sandbar & Snorkel Boat Charter in Key West

Sandbar & Snorkel Boat Charter in Key West

Cruise Key West backcountry, snorkel reefs, and relax at a sandbar on a private charter

5.0 • 55 reviews
$1,361/ boat
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 Custom Boat Charter

Key West Custom Boat Charter

Build a private Key West day around snorkeling, fishing, sandbars, or Dry Tortugas

5.0 • 55 reviews
$1,020/ boat
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
Key West Light Tackle Fishing Charter

Key West Light Tackle Fishing Charter

Set out for Key West fishing with shade, coolers, and optional tackle

5.0 • 55 reviews
$1,270& up
Private Sandbar Boat Charter in Key West
Up to 6

Private Sandbar Boat Charter in Key West

Private Key West sandbar charter for up to 6 guests on a 25 ft tritoon

5.0 • 54 reviews
$568& up
Cruise to the Key West Sandbar on a Private Charter
Up to 12

Cruise to the Key West Sandbar on a Private Charter

Private 25 ft tritoon sandbar charter for up to 12 guests

5.0 • 54 reviews
$795& up
2-Hour Key West Swim Stop Cruise

2-Hour Key West Swim Stop Cruise

Cruise to a Gulf swim stop on a tiki boat

4.9 • 192 reviews
$85/ person
Sunset Tiki Boat Cruise Past Mallory Square in Key West

Sunset Tiki Boat Cruise Past Mallory Square in Key West

Cruise Key West Harbor at sunset on a tiki boat with a US Coast Guard-certified captain

4.9 • 192 reviews
$91/ person
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
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
Key West Tiki Cruise

Key West Tiki Cruise

Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square

4.9 • 192 reviews
$68/ person
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Customize a private Key West boat day with room for your dog

4.9 • 187 reviews
$747& up
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Customize a private Key West cruise with sandbar and island exploration

4.9 • 187 reviews
$908/ boat
Key West Sandbar Charter

Key West Sandbar Charter

Explore Key West waters on a customizable private boat trip

4.9 • 187 reviews
$1,022& up
Explore Key West on a Tropical Fruit Tasting Bike Tour

Explore Key West on a Tropical Fruit Tasting Bike Tour

Bike Key West with tropical fruit tastings and hidden lanes

4.9 • 181 reviews
$78/ person
Private Bike Tour in Key West

Private Bike Tour in Key West

Ride through Key West on a private bike tour led by Lloyd

4.9 • 181 reviews
$341
Private Sandbar & Sunset Cruise in Key West

Private Sandbar & Sunset Cruise in Key West

Private 5-hour sandbar and sunset cruise with snorkel gear and music

5.0 • 51 reviews
$795
5-Hour Key West Sandbar & Snorkel Private Charter

5-Hour Key West Sandbar & Snorkel Private Charter

Snorkel the reef, then cruise to a remote Key West sandbar

5.0 • 51 reviews
$795
Snorkel & Sunset Cruise In Key West

Snorkel & Sunset Cruise In Key West

Private 5-hour snorkel and sunset cruise for all ages

5.0 • 51 reviews
$795
2-Hour Sunset Cruise in Key West

2-Hour Sunset Cruise in Key West

Private Key West sunset cruise with water, ice chest, and Bluetooth sound system

5.0 • 51 reviews
$397
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Fishing Charters166Boat Tours143Yacht Charters92Boat Rentals91Snorkeling89
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  • Sailing77
  • Scuba Diving65
  • Car Rentals47
  • Sunrise and Sunset Tours42
  • Bike Rentals32
  • Private Fishing Charters26
  • Dolphin Watching22
  • Kayaking Tours16
  • Jet Skiing14
  • Ghost and Haunted8
  • Scavenger Hunts8
  • Scooter Rentals8
  • Scenic Flights7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4