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Best results for

Tours And Adventures in Big Pine Key, FL

Showing 289-312 of 1,001 results
Key West 2-Hour Sunset Charter

Key West 2-Hour Sunset Charter

Cruise the historic seaport as the sun sets over Key West

5.0 • 34 reviews
$583
24' Boat Rental in Big Pine Key
Up to 8

24' Boat Rental in Big Pine Key

Explore on a 250 HP, fishing-ready boat with delivery and pickup included

4.9 • 71 reviews
$3,120/ boat
Multi-Day 24' Pontoon Boat Rental in Marathon, FL
Up to 10

Multi-Day 24' Pontoon Boat Rental in Marathon, FL

Bring your group aboard for fishing, snorkeling, or a day on the water

4.9 • 71 reviews
$1,231/ boat
Multi-Day Bay Boat Rental Delivered Near Marathon
Up to 5

Multi-Day Bay Boat Rental Delivered Near Marathon

Navigate bays and backcountry with fishing-ready Garmin technology

4.9 • 71 reviews
$2,605/ boat
Multi-Day Dusky 227 Boat Rental with Delivery Near Marathon
Up to 5

Multi-Day Dusky 227 Boat Rental with Delivery Near Marathon

Fishing-ready boat rental with delivery and pickup near Marathon

4.9 • 71 reviews
$2,777/ boat
Key West Snorkel & Sandbar Charter on a 38' Fountain Boat

Key West Snorkel & Sandbar Charter on a 38' Fountain Boat

Choose a 4, 6, or 8-hour snorkel and sandbar charter with grilled lunch

4.9 • 63 reviews
$1,059& up
Dry Tortugas Boat Trip & Shipwreck Snorkel from Key West

Dry Tortugas Boat Trip & Shipwreck Snorkel from Key West

Explore Fort Jefferson, the Windjammer shipwreck, and Loggerhead Key in one day

4.9 • 63 reviews
$635/ person
Free-Dive or Scuba Spearfishing Charter in Key West

Free-Dive or Scuba Spearfishing Charter in Key West

Free-dive or scuba dive, with seasonal lobstering included

4.9 • 63 reviews
$1,483& up
Private Dry Tortugas Charter From Key West

Private Dry Tortugas Charter From Key West

Explore Fort Jefferson, shipwreck snorkeling, and Loggerhead Key by private boat

4.9 • 63 reviews
$2,755
Full-Day Dry Tortugas Spearfishing Charter

Full-Day Dry Tortugas Spearfishing Charter

Fish remote reefs beyond Dry Tortugas park boundaries

4.9 • 63 reviews
$3,497
1.5-Hour Key West Parasailing Adventure

1.5-Hour Key West Parasailing Adventure

See Key West and the Florida Keys from above the water

5.0 • 31 reviews
$64/ person
Guided 1.5-Hour Jet Ski Tour in Key West

Guided 1.5-Hour Jet Ski Tour in Key West

Ride a jet ski around Key West with 5–6 scenic stops and a free shuttle

4.8 • 24.1K reviews
$159/ person
Parasailing at Smathers Beach in Key West

Parasailing at Smathers Beach in Key West

Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat

4.8 • 24.1K reviews
$96/ person
Parasailing in Key West: 10 Minute Flight

Parasailing in Key West: 10 Minute Flight

Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West

4.8 • 24.1K reviews
$96/ person
Key West Reef Snorkel with Breakfast & Drinks

Key West Reef Snorkel with Breakfast & Drinks

Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.

4.8 • 24.1K reviews
$52/ person
Captain Your Boat to Hidden Sandbars & Mangroves

Captain Your Boat to Hidden Sandbars & Mangroves

Captain a two-person boat to secluded sandbars and mangrove islands.

4.8 • 24.1K reviews
$202
Key West Sandbar & Dolphin Watching Cruise with Lunch

Key West Sandbar & Dolphin Watching Cruise with Lunch

Swim at a secluded sandbar and watch playful wild dolphins up close, with lunch and unlimited beer and wine included.

4.8 • 24.1K reviews
$148/ person
Key West Kayak Tour with Sandbar & Lunch

Key West Kayak Tour with Sandbar & Lunch

Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks

4.8 • 24.1K reviews
$148/ person
3-Hour Key West Two-Reef Snorkel & Sunset Cruise

3-Hour Key West Two-Reef Snorkel & Sunset Cruise

Snorkel two reef sites, then cruise back at sunset with drinks after your swim

4.8 • 24.1K reviews
$68/ person
Ride 11-Activity Watersports Combo in Key West

Ride 11-Activity Watersports Combo in Key West

Spend 6 hours on the water with 11 activities, lunch, and draft beer on the cruise back

4.8 • 24.1K reviews
$170/ person
Key West Parasailing Flight from Casa Marina

Key West Parasailing Flight from Casa Marina

Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat

4.8 • 24.1K reviews
$91/ person
Key West Backcountry Mangrove Kayak Tour & Sandbar

Key West Backcountry Mangrove Kayak Tour & Sandbar

Explore Key West’s remote backcountry with guided paddling and sandbar time

4.8 • 24.1K reviews
$148/ person
3-Hour Afternoon Snorkel Cruise in Key West

3-Hour Afternoon Snorkel Cruise in Key West

Snorkel Key West’s reef, then sip from the open well bar

4.8 • 24.1K reviews
$57/ person
Do 10 Watersports Activities in Key West

Do 10 Watersports Activities in Key West

6-hour Key West watersports combo with 10 activities plus lunch and drinks

4.8 • 24.1K reviews
$159/ person
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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