Top Key West Travel & Transportation Services

If you’re traveling to Key West for a special occasion, such as an engagement, anniversary, family reunion, or wedding, capture the moments with the help of a professional photographer. Plan to meet at your resort or the beach to have a personal photo shoot and receive the edited photos within two weeks.

Book your private departure transfer from Key West hotels to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle queue and use our private, door-to-door airport transfer. Your driver will be waiting for you at a scheduled time, and you will travel comfortably to your destination. Meeting with a Nameplate and we will track your flight. We offer Door-to-door service. There is no hidden charges and we have clean cars and professional drivers

If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset?  this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; let us guide you with poses for stunning photos. Our photography style is authentically candid, that reflects a vibrant lifestyle, aiming to inspire others. Let us be your guide, suggesting fantastic poses and activities, like a casual stroll, a dance, etc., to create photos that truly capture the moment.

Whether you are expecting your first baby or adding to your growing family, your session is personalized to you. Your photographer will gently guide you throughout the shoot so you feel comfortable confident and beautiful in front of the camera. This is a beach shoot or garden shoot, One location, multiple outfits are permitted. Whether just Mom or adding Dad in the photos as well, these images will create artwork that you will treasure long after your baby arrives. Request an upgrade for studio shoot.

Turn your trip into something unforgettable with a Polaris Slingshot rental from Keys Vacation Supply Rentals. This open-air ride lets you feel the ocean breeze, soak in panoramic views, and enjoy the road like never before—all while being easy to drive with a standard license. With built-in navigation, premium sound, and flexible rental options, you can explore at your own pace and make every mile part of the adventure. It’s more than just transportation—it’s the highlight of your vacation waiting to be booked.

Celebrate your time together with a private couples photo session set against the colorful beauty of Key West. Whether you’re marking a honeymoon, anniversary, romantic getaway, or simply making memories, your experience will feel relaxed, personal, and fun. With natural posing guidance and a blend of candid moments and beautifully composed portraits, you’ll receive professionally edited, high-resolution images that genuinely reflect your connection. Your photographs will be delivered through a private online gallery, ready to download, share, and treasure long after your Key West vacation ends.

Book your Private Transfer from Key West Int Airport (EYW) to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-door airport/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 • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

The main goal is to keep you safe with a SOBER driver. Let us take you on a guided golf cart tour around Key West with a seasoned and sober driver to stay out of trouble! Not only will you likely not know where you're going, but there are rules of the road in Key West for golf carts that folks do not know about and you can end up in trouble / aka: D.U.I. ! So, getting past that, Your pickup point can vary to your wish! We will gladly pick you up and drop you off at your hotel. Now the fun! We will cruise past Jimmy Buffett's studio, Mallory Square, Sloppy Joe's and Hog's Breath Saloon just to name a few of the great popular party places. Just let us know where you want to go and we will get you there (and back) safely! If you are wanting to party down we can help you get back home without the ticket!

Of the 800 islands in the Florida Keys, Key West is one of the most popular. Between its charming old town, lively pubs, and dazzling sunsets from Mallory Square, you’ll have your phone snapping photos of every activity you do. Instead of relying on selfies alone, let a professional photographer help you capture your vacation memories. This private photoshoot will take you to fantastic backdrops in Key West that’ll help create amazing vacation photos that you’ll cherish.

This private Key West sandbar charter gives your group flexibility to swim, wade, float, snorkel, or relax at a pace that suits you. Rather than promising one fixed destination, the captain selects an appropriate sandbar or shallow-water area based on tides, weather, depth, traffic, safety, and operating conditions.

Escape to paradise and say “I do” with a romantic one-hour Key West elopement. Enjoy a personalized ceremony led by a local officiant at a picturesque beach or waterfront setting, followed by professional photography to capture your vows and relaxed portraits. You’ll receive high-resolution digital images in an online gallery for easy sharing. Book your stress-free Key West elopement and celebrate your love in paradise!

Book your private arrival transfer from Key West Int Airport (EYW) to Key West hotels. Avoid the hassle of waiting in long taxi or shared shuttle queues and use our private, door-to-door airport transfer. Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination. • We track your flight. • Our driver greets you with a name plate. • We provide door-to-door service. • There are no hidden charges. • We use clean cars and professional drivers.

Book your Private Round-Trip Transfer from Key West Int Airport (EYW) to Key West hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private ,door to door airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate We track your Flight Door-to-door Service No Hidden Charges Clean cars & Professional drivers

Our beach elopement package is designed for couples who want a meaningful wedding experience without the stress an expense of planning a large celebration. Our personal approach allows you to relax and enjoy the moment rather than worrying about what comes next. Whether this is your first wedding, a destination elopement, or a vow renewal you can celebrate your love in a beautiful place we like to call paradise. We will help make your experience feel personal and memorable. Before your ceremony you'll receive information about your experience, along with any resources you might need including: Marriage license information , Scooter and golf cart discounts, Hair and makeup services that can be contracted, etc. so that you can arrive prepared and relaxed. This package is perfect for 2-10 guests, but can accommodate up to 30. We are happy to quote for add-ons including: Arch, chairs, Music, etc.

What makes this Experience unique - Ten years Duval Street Gallery owners, nationally recognized sensual photographic partnership. Two local Key West artists. One completely personal experience. It's a personal, artistic experience "Lovers Art" created by John and Bernadette McCall, Key West's Premier husband & wife photograph team with the experience of creating sensual fine art photography, they have been featured in books and earned them a unique place in the world of sensual photography. Exclusive sensual artist for the "Better Than Sex" Restaurants Nationwide. Arrive to our studio, We will review the vision for your session as well as any personal items you've bought and then get started. A recent client said it best "It was absolutely amazing. I had boudoir photos done. They made me feel comfortable right from the start. Trust me I was nervous. The quality of the photos were amazing. Hire Senses at Play you will not be disappointed. "

We take the time to review YOUR vision for this special moment in life via a conference call - we offer suggestions and then send a full confirmation with map or diagram and all aspects to make this a perfect surprise to the love of your life and your lifetime partner.

Book your private transfer from Key West Int Airport (EYW) to Key West hotels and return. Avoid the hassle of waiting in long taxis or shared shuttle queues and use our private, door-to-door airport transfer. Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination. Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.

Fun Rentals Key West bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free rental experience designed specifically for exploring the island. We offer a large fleet of comfortable beach cruisers and multi-speed hybrid bicycles in men’s, women’s, and children’s sizes, making it easy for couples, families, and groups to ride together and enjoy Key West at a relaxed pace. What really makes the experience special is our local knowledge. Our team will provide a map and insider recommendations for the best scenic routes, waterfront rides, historic neighborhoods, and hidden local spots many visitors never discover. Ride through Old Town, cruise along the island streets, and visit iconic landmarks like Duval Street, Mallory Square, and the Southernmost Point Buoy at your own pace. With easy-riding bikes and tips from locals, exploring Key West becomes effortless, fun, and unforgettable.

Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat for an easy day out. Whether you’re a beginner or an experienced angler, your captain and crew assist with your fishing skills. Fish for reef species like snapper, grouper, and mackerel. A fishing license and all bait are included, and the boat features restrooms, shaded seating, and a small galley with snacks and drinks for your convenience.