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
  • Destinations
  • Categories
  • 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

Boat Tours in Big Pine Key, FL

Showing 25-48 of 178 results
Glass Bottom Boat Reef Eco Tour in Key West

Glass Bottom Boat Reef Eco Tour in Key West

See Key West’s reef through glass viewing panels on an air-conditioned catamaran

4.9 • 12.7K reviews
$64/ 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
Private Sunset Cruise in Key West

Private Sunset Cruise in Key West

Cruise Key West harbor at sunset with your group and captain

4.9 • 5.9K reviews
$427
Private Backcountry Sandbar Boat Tour in Key West

Private Backcountry Sandbar Boat Tour in Key West

Explore Key West backcountry sandbars on a private charter for up to 6

5.0 • 76 reviews
$875
Key West Private Sunset Cruise

Key West Private Sunset Cruise

A private evening on the water for toasts, music and horizon views

5.0 • 74 reviews
$1,055
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
$153/ 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
Key West Sandbar Boat Charter

Key West Sandbar Boat Charter

Charter a 4-hour trip to Key West sandbars for swimming and snorkeling

5.0 • 70 reviews
$795
Private Sandbar Boat Charter in Key West

Private Sandbar Boat Charter in Key West

Reach secluded Keys sandbars while your captain handles the setup

5.0 • 183 reviews
$651
Key West 2-Hour Private Sandbar Charter

Key West 2-Hour Private Sandbar Charter

Set your own pace at remote Key West sandbars and beaches

5.0 • 175 reviews
$371
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
Private Sandbar & Snorkel Boat Charter Near Key West

Private Sandbar & Snorkel Boat Charter Near Key West

Relax on a private boat trip customized around your interests

5.0 • 90 reviews
$839& up
Catamaran Sandbar Tour in Marathon, Florida Keys

Catamaran Sandbar Tour in Marathon, Florida Keys

Swim, float, and relax at a local Florida Keys sandbar aboard a spacious catamaran

4.9 • 218 reviews
$113/ person
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
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
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 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
Snipes Key Sandbar Boat Tour from Key West

Snipes Key Sandbar Boat Tour from Key West

Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

4.9 • 1K reviews
$142/ person
Family Fishing, Snorkeling & Sandbar Trip in Key West

Family Fishing, Snorkeling & Sandbar Trip in Key West

Enjoy a day on the water with something for every interest

5.0 • 50 reviews
$1,022& up
Sunset Sandbar Boat Charter in Key West

Sunset Sandbar Boat Charter in Key West

Cruise to secluded Key West sandbars at sunset for swimming and snorkeling

5.0 • 70 reviews
$398
Private 2-Boat Group Charter in Key West

Private 2-Boat Group Charter in Key West

Enjoy more room to relax on the water with friends and family

5.0 • 183 reviews
$1,156& up
Key West Sandbar Tour

Key West Sandbar Tour

Explore mangrove backcountry and spend the day at Florida Keys sandbars

5.0 • 49 reviews
$533& up
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
Private Lake Tahoe Boat Charter with Captain & Crew

Private Lake Tahoe Boat Charter with Captain & Crew

Make Lake Tahoe your playground on a customizable private charter

5.0 • 49 reviews
$3,396
12345…8
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