Top Key West Luxury Tours

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Key West Adventures

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Dry Tortugas National Park Day Trip by Luxury Private Boat
Special Offer
Special Offer
4.9 (8)

Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury...

8 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
4.9 (8)
$1,500
$1,499
Marathon Offshore Fishing Charter
Special Offer
Special Offer
5.0 (2)

Marathon Offshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (2)
$1,500
$1,499
Private Afternoon Snorkel with Sunset Sail in Key West
Special Offer
Special Offer
5.0 (4)

Private Afternoon Snorkel with Sunset Sail in Key West

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (4)
$995
$994
Private Sandbar Charter & Island Escape in Key West
Special Offer
Special Offer
5.0 (2)

Private Sandbar Charter & Island Escape in Key West

Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (2)
$800
$799
Private Sunset Sail in Key West Florida
Special Offer
Special Offer
5.0 (1)

Private Sunset Sail in Key West Florida

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$750
$749
Marathon Inshore Fishing Charter
Special Offer
Special Offer
5.0 (1)

Marathon Inshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
5.0 (1)
$724.99
$723.99
Boat Excursion in Florida Keys with Snorkeling Equipment
Special Offer
Special Offer
5.0 (22)

Boat Excursion in Florida Keys with Snorkeling Equipment

Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (22)
$700
$699
Half Day Luxury Boat Tour in Key West with Snorkeling
Special Offer
Special Offer
5.0 (3)

Half Day Luxury Boat Tour in Key West with Snorkeling

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (3)
$700
$699
Private Key West Sunset Sail
Likely to Sell Out
Likely to Sell Out
4.9 (50)

Private Key West Sunset Sail

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for...

2 hours
2 hours
2 hours
4.9 (50)
$695
$694
Key West Boat Experience — Swim, Sip & Soak Up the Sun!
Special Offer
Special Offer
4.9 (9)

Key West Boat Experience — Swim, Sip & Soak Up the Sun!

Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (9)
$600
$599
Private Looe Key Snorkel from Big Pine Key
Special Offer
Special Offer
5.0 (440)

Private Looe Key Snorkel from Big Pine Key

Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (440)
$599
$598
The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise
Special Offer
Special Offer
5.0 (4)

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
$599
$598
Private Sandbar Adventure in Key West Backcountry
Special Offer
Special Offer
5.0 (49)

Private Sandbar Adventure in Key West Backcountry

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (49)
$550
$549
Escape Rooms Outdoors on the Waters of Key West!
Likely to Sell Out
Likely to Sell Out
5.0 (4)

Escape Rooms Outdoors on the Waters of Key West!

Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (4)
$500
$499
Experience Florida Keys Boat Charter Private Tour
Special Offer
Special Offer
5.0 (2)

Experience Florida Keys Boat Charter Private Tour

Cruise the beautiful waters of the Florida Keys on an authentic tiki bar boat during this 1.5-hour Tiki Fun Cruise. Sip your favorite beverage while...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
$459.99
$458.99
Florida Keys Backcountry Eco Tour from Big Pine Key
Special Offer
Special Offer
5.0 (31)

Florida Keys Backcountry Eco Tour from Big Pine Key

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (31)
$450
$449
Private Sunset Cruise around Key West
Likely to Sell Out
Likely to Sell Out
4.9 (65)

Private Sunset Cruise around Key West

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (65)
$400
$399
Private Boat Tour of Flagler's Famous Bridges from Big Pine Key
Special Offer
Special Offer
5.0 (18)

Private Boat Tour of Flagler's Famous Bridges from Big Pine Key

This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (18)
$400
$399
Private 90-Minute Harbor Sailing Charter in Key West
Special Offer
Special Offer
4.9 (19)

Private 90-Minute Harbor Sailing Charter in Key West

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (19)
$395
$394
Private Guided Mangrove Eco-Tour Adventure
Special Offer
Special Offer
5.0 (1)

Private Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty...

2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$395
$394

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We guarantee the lowest price on all the adventures available to book on our site. We'll refund the difference if you find the exact adventure cheaper online until 48 hours before your adventure starts.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
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  • If you find a lower retail or prepaid rate for the same adventure, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Top10Adventures® and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased adventure into one or more parts sold separately.
  • Top10Adventures® reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Top10Adventures®.

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The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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