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 results for

Tours And Adventures in Big Pine Key, FL

Showing 625-648 of 1,002 results
30' Fishing Charter in Marathon

30' Fishing Charter in Marathon

Private reef, wreck, offshore or tarpon fishing with captain and gear

4.5 • 1.4K reviews
$928& up
6-Hour Reef Fishing Charter in Marathon

6-Hour Reef Fishing Charter in Marathon

Private reef, bay, and wreck fishing with captain, gear, and license included

4.5 • 1.4K reviews
$1,479
Private Fishing Charter in Marathon

Private Fishing Charter in Marathon

Fish reefs, bays and backcountry waters with your private captain

4.5 • 1.4K reviews
$795& up
35' Fishing Charter in Marathon

35' Fishing Charter in Marathon

Private sport fishing from a shaded 35-foot Contender

$954& up
Seasonal Tarpon Fishing Charter in Marathon

Seasonal Tarpon Fishing Charter in Marathon

Cast for seasonal tarpon from a 23-foot bay boat

$689
4-Hour Tarpon Fishing Charter in Marathon

4-Hour Tarpon Fishing Charter in Marathon

Cast for seasonal tarpon and target reef and wreck species

$954
6-Hour Wakeboarding & Tubing Charter in Key West

6-Hour Wakeboarding & Tubing Charter in Key West

Plan a private day on the water with wakeboarding, tubing, and room to relax

$1,006
4-Hour Wakeboarding & Tubing Charter in Key West

4-Hour Wakeboarding & Tubing Charter in Key West

Set your own pace on a private Key West boat day with wakeboarding and tubing

$794
Clear Kayak Eco-Tour in Big Pine Key

Clear Kayak Eco-Tour in Big Pine Key

Paddle clear kayaks through mangrove tunnels and look for Florida Keys wildlife

$147
Private eFoil Charter in Stock Island

Private eFoil Charter in Stock Island

Ride eFoils with an instructor, then unwind at a sandbar or snorkel a reef

$954& up
Night Lobster Charter in Key Colony Beach

Night Lobster Charter in Key Colony Beach

Keep cool and dry while netting lobsters after dark

$848
Fishing Charter in Marathon Aboard 40' Hatteras

Fishing Charter in Marathon Aboard 40' Hatteras

Chase snapper, grouper, sailfish, and mahi-mahi aboard a comfortable sportfishing boat

$2,433
2-Day Boat Rental in Marathon

2-Day Boat Rental in Marathon

Choose your boat and explore the tropical waters off the Florida Keys at your own pace

$681/ boat
5-Day Boat Rental in Marathon

5-Day Boat Rental in Marathon

Choose the boat and layout that fit your plans on Florida Keys waters

$1,447/ boat
Key West Sandbar Charter

Key West Sandbar Charter

Shape your own private day on Key West's remote sandbars and beaches

$741
Private Key West Sandbar Charter

Private Key West Sandbar Charter

Shape your own day on a private boat to remote Key West sandbars and beaches

$953
Private Sunset Cruise in Key West

Private Sunset Cruise in Key West

Toast Key West's sunset from the comfort of your own private boat

$371
Private Dolphin Watch Charter in Key West

Private Dolphin Watch Charter in Key West

Shape a private Key West outing around wild dolphin watching, snorkeling, or refuge exploration

$741
Private Snorkeling Charter in Key West

Private Snorkeling Charter in Key West

Explore quieter, shallow-water reefs on a private outing shaped around your group

$741
Key West Private Dolphin Watch Charter

Key West Private Dolphin Watch Charter

Shape a private day on the water around wild dolphin watching and nature exploration

$953
Key West Private Snorkeling Charter

Key West Private Snorkeling Charter

Plan a private day exploring shallow, calm reefs beyond the crowds

$953
4-Hour Private Fishing Charter in Key West

4-Hour Private Fishing Charter in Key West

Fish the reef or mangroves on a private charter built for a relaxed day on the water

$794
6-Hour Private Fishing Charter in Key West

6-Hour Private Fishing Charter in Key West

Fish the reef or mangroves on a private charter tailored to your day

$1,006
Private Eco Cruise From Stock Island

Private Eco Cruise From Stock Island

Make your day on the water your own with reef, sandbar, and mangrove options

$636
1…262728…42
Big Pine Key Things To Do
Fishing Charters212Boat Tours111Boat 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