Tours in Key West

258 results

Private Transfer from Key West hotels to Key West Cruise Port

Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door city/port transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate. Door-to-door Service. No Hidden Charges. Clean cars & Professional drivers.
20 minutes
Free Cancellation
From
$112.55

Sunset Powerboat Cruise

This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroundings of Key West. With everything taken care of, you can sit back, enjoy the views, and make lasting memories. Step aboard our 24’ center console for a private, unforgettable Sunset Cruise in Key West! Perfect for up to six guests, this two-hour adventure offers a relaxing and scenic way to experience the beauty of Key West’s waters as the sun sets over the horizon. Cruise through the tranquil waters of the Key West harbor, enjoying sweeping views of the open sea as the sky transforms with the colors of the sunset. Relax and unwind with your friends or family while a professional captain guides your journey. Bring your own drinks (BYOB) or enjoy the bottled water and soda we provide. Set the perfect mood with your favorite tunes via Bluetooth speakers, and make this a truly special evening on the water.
2 hours
Free Cancellation
From
$499.00

Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour

Embark on an eerie adventure through Key West's Old Town in a cozy pedicab, where the island's haunted past comes to life. As we roll through the narrow, historic streets, you'll hear chilling tales of ghostly encounters, from restless spirits who never left to eerie legends passed down through generations. We’ll pass by the famous haunted landmarks, including the Key West Cemetery, where some say the dead still walk at night, and the eerie corners of Old Town, known for their strange, unexplainable occurrences. With the breeze in your hair and the moonlight casting long shadows, prepare for a spine-tingling ride into the heart of Key West’s most mysterious and supernatural stories. Buckle up, it's going to be a night you won't forget!
1 hour 30 minutes
Free Cancellation
From
$180.00

Island Maternity Bliss Photoshoot

We are able to meet your vision - whether your vision is romantic, motherly, excitement or studio art. This activity can be upgraded to studio.
1 hour
Free Cancellation
From
$550.00

Full Day Backcountry Fishing Charter in Key West

Our full-day backcountry charter gives you the time and range to dive deeper into the fishing opportunities surrounding Key West. With 8 hours on the water, we can go beyond the usual grounds—working the flats, channels, and mangrove edges at your pace, with the flexibility to follow the bite wherever it’s best. Depending on conditions, we may even venture west toward the remote Marquesas Keys, known for their rich marine life and pristine beauty. Our captain is a lifelong angler and Army veteran who brings both local knowledge and a steady, thoughtful approach. There’s no set route or rigid schedule—just a focus on giving you the best possible day on the water. With a max of four guests, you’ll fish comfortably and get personalized insight into the backcountry’s changing tides and seasonal patterns. It’s a full day built for anglers who want to go further and get more from their time on the water.
8 hours
Free Cancellation
From
$1,200.00

6hr Offshore Big Game Fishing Adventure

Set sail for a thrilling morning on the Atlantic with this shorter offshore fishing trip. Departing at 8 AM, you'll head into the deep blue, fishing in depths exceeding 1500 feet. This adventure targets popular species like Mahi Mahi, Tuna, Wahoo, and Sailfish, allowing you to cast your line in some of the best fishing grounds in the state. Plus, if you land a trophy catch, arrangements can be made to have it beautifully mounted for display.
6 hours
Free Cancellation
From
$1,395.00

Private Key West Clothing Optional Charter

Embrace the naturalist lifestyle. Enjoy intimate Freedom and Relaxation naturalist experience through crystal-clear waters, feeling the breeze on your skin without clothing. Exclusive and Private Experience: Our charters are designed for privacy. Celebrate special occasions, enjoy unique adventures, or unwind with space and freedom. Connect with Nature: Experience the sun, sea, and wind more intimately, deepening your appreciation of the marine environment. Perfect for Groups and Couples This is ideal for romantic getaways or memorable adventures with friends in a safe and respectful environment. What to Expect - Professional and Respectful Crew Ensuring comfort and privacy. - Comfort and Amenities Enjoy refreshments, sunbathing areas, and snorkeling gear. - Stunning Locations Discover the beautiful, secluded spots of the Florida Keys.
6 hours
Free Cancellation
From
$1,670.00

Private Encounter with Robert the Haunted Doll

Robert the Doll is a Key West mystery and a worldwide phenomenon. Paranormal investigators call him "the world's most haunted doll." For many people, meeting Robert the Doll is a once-in-a-lifetime opportunity. This private encounter ensures it is an intimate and exclusive experience that lasts a lifetime. Ideal for families, couples, and small groups looking for an exclusive, unique, and memorable Key West activity. This experience combines the island’s best paranormal history and mystery in a private, crowd-free setting. This twilight tour starts after the museum closes. We'll lock the doors behind you, and it will be just you, your ghost host, and Robert the Doll inside one of Key West's most notoriously haunted locations.
1 hour
Free Cancellation
From
$567.50

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

17
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 up the bay side and back down the ocean side (or vice versa). Learn the history of the bridges and the Flagler Railway, and see mangroves and beaches. A great way to see the keys!
1 hour
Free Cancellation
From
$340.00

Private Boudoir Photoshoot in Studio Key West

Boudoir photography is a photographic style featuring intimate, sensual, romantic, and sensual images of its subjects in a photographic studio, bedroom or private dressing room environment, primarily intended for the private enjoyment of the subjects and their romantic partners. We can accommodate standard or bridal boudoir.
2 hours
Free Cancellation
From
$850.00

Private Transfer from Key West Cruise Port to Key West hotels

Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door port/city transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers
20 minutes
Free Cancellation
From
$112.55