Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Why travelers choose Greetwell

Curated by our team

Every experience is hand selected and approved by Greetwell.

Personal concierge

Real humans available to help before, during, and after your booking.

Intimate & authentic

Including unique in-home experiences you won't find anywhere else.

Easy booking & cancellation

Reserve in minutes with free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Best 1094

things to do in Big Pine Key, FL

Showing 73-96 of 1,094 results
Private Sandbar & Snorkel Boat Charter in Key West
Up to 6

Private Sandbar & Snorkel Boat Charter in Key West

Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

4.9 • 5.9K reviews
$695
Lifted Gas Golf Cart Rental in Key West

Lifted Gas Golf Cart Rental in Key West

Cruise with four in comfort with Bluetooth sound and storage

5.0 • 1.1K reviews
$147/ cart
Custom Charter in Key West

Custom Charter in Key West

Build a private Key West day around sandbars, snorkeling, dolphins, and more

5.0 • 74 reviews
$1,479& up
6-Hour Shared Fishing Charter in Key West

6-Hour Shared Fishing Charter in Key West

A social fishing trip with extra time on the water

5.0 • 101 reviews
$292/ person
Key West Private Sandbar Cruise

Key West Private Sandbar Cruise

Cruise to a Key West sandbar for swimming, walking, and time in the sun

5.0 • 101 reviews
$1,007& up
Parasailing, Jet Ski & Ocean Waterpark Combo in Key West

Parasailing, Jet Ski & Ocean Waterpark Combo in Key West

Parasail, ride a Jet Ski, and play on Key West’s ocean waterpark in 3.5 or 6–6.5 hours

4.9 • 12.7K reviews
$131/ person
2-Hour Kayak Rental in Key West

2-Hour Kayak Rental in Key West

Paddle mangrove creeks and calm coastal waters at your own pace

4.9 • 8K reviews
$45/ person
Key West Sunset Charter

Key West Sunset Charter

Explore a sandbar, watch for dolphins, and cruise into the Key West sunset

5.0 • 278 reviews
$583
Sail a Key West Champagne Sunset Cruise

Sail a Key West Champagne Sunset Cruise

Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

4.9 • 3K reviews
$134/ person
Luxury Center Console Boat Rental in Key West
Up to 12

Luxury Center Console Boat Rental in Key West

Shape your Key West day around sandbars, snorkeling, and time on the water

5.0 • 188 reviews
$1,272& up
4-Hour Key West Light Tackle Fishing Charter

4-Hour Key West Light Tackle Fishing Charter

Private 4-hour light tackle fishing charter for up to 4 guests

5.0 • 76 reviews
$689
5-Hour Key West Sandbar Charter

5-Hour Key West Sandbar Charter

Relax at Key West sandbars with lunch, drinks, and a captain

5.0 • 183 reviews
$847
Sail, Snorkel & Kayak Charter in Key West

Sail, Snorkel & Kayak Charter in Key West

Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks

4.9 • 5.9K reviews
$2,409
6-Passenger Cart Rental Key West

6-Passenger Cart Rental Key West

Lower-riding cart with free delivery and pickup

5.0 • 1.1K reviews
$193/ cart
Private Mangrove & Wildlife Refuge Eco Tour Near Key West

Private Mangrove & Wildlife Refuge Eco Tour Near Key West

Explore protected Lower Keys waters with a captain-led conservation focus

5.0 • 74 reviews
$1,055
4-Hour Fishing Charter in Key West

4-Hour Fishing Charter in Key West

Share a social fishing trip with gear, bait and licenses included

5.0 • 101 reviews
$265/ person
10-Hour Dry Tortugas Snorkeling Cruise

10-Hour Dry Tortugas Snorkeling Cruise

Snorkel the Dry Tortugas and explore Fort Jefferson on Garden Key

5.0 • 101 reviews
$795/ person
Key West Jet Ski Tour Past the Southernmost Point

Key West Jet Ski Tour Past the Southernmost Point

Ride your own jet ski on a 28-mile guided loop around Key West

4.9 • 12.7K reviews
$151/ jet-ski
Key West 2-Hour Paddleboard Rental

Key West 2-Hour Paddleboard Rental

Paddle mangrove creeks with an included lesson and area map

4.9 • 8K reviews
$45/ person
Adults-Only Snipes Key Sandbar Cruise from Key West

Adults-Only Snipes Key Sandbar Cruise from Key West

An adults-only sandbar outing with lunch, drinks and water toys

4.9 • 1K reviews
$138/ person
Key West Backcountry Schooner Sail, Kayak & Snorkel Tour

Key West Backcountry Schooner Sail, Kayak & Snorkel Tour

Explore mangrove islands by schooner, kayak and snorkel

4.9 • 3K reviews
$146/ person
Daily Scooter Rental in Key West

Daily Scooter Rental in Key West

Free Scooter Delivery Across Key West and Stock Island

4.9 • 816 reviews
$62/ scooter
Private Backcountry Sandbar Boat Tour in Key West

Private Backcountry Sandbar Boat Tour in Key West

Choose your sandbar stops and explore Key West’s mangroves by private boat

5.0 • 76 reviews
$610
Private Full-Day Captained Boat Charter in Key West

Private Full-Day Captained Boat Charter in Key West

Private captained day on the water with lunch, floats, and refreshments

5.0 • 183 reviews
$1,304
1…345…46
Fishing Charters214Boat Tours112Boat Rentals98Snorkeling97Yacht Charters92
More
  • Sailing73
  • Scuba Diving68
  • Car Rentals49
  • Sunrise and Sunset Tours44
  • Private Fishing Charters27
  • Bike Rentals25
  • Dolphin Watching22
  • Kayaking Tours19
  • Jet Skiing17
  • Scenic Flights9
  • Scavenger Hunts8
  • Dinner Cruises7
  • Ghost and Haunted7
  • Paddleboarding7
  • Scooter Rentals7
  • Bar and Pub Crawl6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5