Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass.
Smaller Groups = Better Experience | Get out of the bars and get on the water!
Our customizable 4-Hour Key West Boat Adventure allows you to experience the best of Key West! Mix and match to make your day.
Options Include- Dolphin Tour, Snorkeling, and Sandbar Experience
All charters include a choice of licensed captain. Use may also bring beverages and food to complete your day!
**Please note captain fee of $250 are not included in the above price and must be paid to captain direct via cash / cash app on site**
**A choice of captain list will be provided on checkout**
Ready to explore Sunset Charter with drinks and Music? aboard a luxurious private boat charter, accommodating up to 13 guests. Sailing aboard a 37’ private charter a smoother ride with plenty of deck space, and you’ll see 20s of things do from boat can do photography and get a explanation from caption cum guide
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West.
First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West.
This tour includes a slice of famous Kermit's Key Lime Pie for each of you and a complimentary bottle of water!
Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime.
It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.
We offer new Four Winns boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all.
Our trips depart daily from The Perry Hotel. Tour times may vary throughout the year.
For our guests who would like the extra shade, we have a full rooftop! Plenty of shade or plenty of sun! The front is open for sunbathers. We offer a lot of storage on the boat and restroom facilities as well! Sightings are based on dolphin behaviors and are not guaranteed.
Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to Marathon and stop along the way to explore the natural splendor and man-made wonders of the Florida Keys. Such stops will include the Florida Keys Aquarium Encounters, Bahia Honda State Park, and the Blue Hole on the National Key Deer Refuge. Your driver will provide fun and interesting commentary along the way.
This tour will have a maximum group size of 12, with filtered water, lunch, and entry fees included. Customizable for private tours, call to make your tour private!
Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak decks, help raise sail, take a turn and the wheel or sit back and relax as Sunset Sail Key West does what it's best at, Sail away into the Sunset!
Enjoy maximum savings and flexibility in Miami, Key West, Fort Lauderdale and more with the Miami Explorer Pass by Go City. Create your own sightseeing itinerary and gain admission to your choice of two, three, four or five popular attractions and activities. Perhaps visit Zoo Miami; take a duck tour of South Beach; rent a kayak or paddleboard in Key West; or hop on and off a double-decker Miami sightseeing bus — you can choose from a list of over 25 attractions, and you have 60 days to use your pass once activated. Simply save your pass on your mobile device (available as your 'ticket' after purchase) and show it at the attraction gate or ticket office to get in – no voucher redemption required!
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 system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.
Our tours bring your parasailing three hundred feet above the crystal blue water of the Florida Keys. There isn't a better view anywhere in the world, if you ask us. While parasailing may seem like an adventure sport, once you're in the air you will find a unique peacefulness. It's quiet and smooth, and you feel like you're gliding through the air (because you are). You get a bird's eye view of the most beautiful place on earth and you can see the Keys' natural beauty in all its splendor. You might even see a sea turtle from the air!
This 2 Hour Guided Scenic Tour takes you far into the island! It is not only packed with Key West’s main sights but also takes you off the beaten path and more. All the way to beautiful waterfronts, beaches, going through unique and eclectic neighborhoods, from Bahama Village to the Historic Seaport, further North to the White Street Pier, and of course crossing along all the touristic areas. Sit back and enjoy the ride on a comfortable E-pedicab with Your Private Driver and Tour Guide! A wonderful way to relax and soak in the island vibe while learning about the history and culture of Key West. This tour Includes six stops for photo opportunities: at the Little White House, Southernmost Point, Lighthouse, Mile Marker 0, the Grotto, and White Street Pier. But if you wish to stop at other locations, we'll make it work for you!
Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($25 rental fee per kayak). Snorkel equipment available (just let us know in advance sizes). The guide would be glad to hop in and point things out just let him know ahead of time. Possibility of seeing dolphins. We love the ocean and have a passion for being on or under the water! Also we are kid friendly!
Any sail onboard the historic Schooner When And If is a memory of a lifetime!
Step aboard the beautiful teak decks of the 1939 wooden Schooner Yacht built for General George Patton before the war. The Ship was named by Patton "When the war is over and if I live through it, Bea and I are to sail the world"
Loved and enjoyed as a private yacht for much of her life, When And If is open to the Public to Enjoy the Sailing Comfort, Style and Grace of a superb classic yacht.
Sit Back, Relax or Romance the sail away as our experienced Key West Captain and Crew set sail, pour wine and share their passion of sailing, Key West, the sea and best of all.... Sunsets!
Sail and Unwind Like No Other Key West Sunset Cruise
A fun full day of water activities and fun. On the do it all adventure you will enjoy 12 different watersport activities including jetskis, parasailing, snorkeling, banana boat rides, grilled lunch, drinks and unlimited draft beer on the ride back in.
Set Sail for Tiki Revelry in Key West's Historic Seaplane Basin!
Journey back in time as we cruise to Key West's unique Seaplane Basin. In the early 1900s, this spot buzzed with activity as seaplanes took off and landed. Today, it's a vibrant harbor where colorful houseboats bob gently, creating a charming island atmosphere.
Gear up for an afternoon of tropical fun on our 2-hour Tiki Boat Party & Mini Sandbar Escape! Let your captain navigate the turquoise waters as we head to a secluded swimming hole, the perfect setting for a tiki celebration.
Get out on the water and experience what Key West has to offer away from the bars. Beautiful waters in the backcountry, many types of fish, wildlife, and lasting memories. Shallow water fishing won't get you seasick!
What a fun day in the sun with a 10am checkin and 11am departure to a 3 hours snorkeling and Dolphin watching adventure. At 4:45pm get ready for the Keywest sunset, dinner, live music and open bar.
Visit the one-and-only island city of KEY WEST!
Enjoy a narrated tour on the way down, and island music on the way back.
HIGHLIGHTS
• See the sights in Key West
• Stay for the Key West sunset
• Plenty of Free Time
• Designated Driver
• Narrated Tour
Do what you want in Key West! We're doing the driving!
Sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more!
Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide.
See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square
It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
The 9:30 am Jet Ski Tour is 1 1/2 hours around Key West
Includes Free Gas, NO CHARGE for 2nd Rider, Fresh water Showers
Follow a guide on this 28 mile tour around Key West as you see the
coast line of Key West
You will see the Naval Air Station, Southern most point
Key West Harbor and much more.
If you are born after January 1st, 1988 must take a Florida Boaters Safety.
Test has a cost (check Exclusions section) and you must arrive 1 hour early
Must Have Credit Card for Deposit and I.D.
you can take the test on line at Click Here
The only cost is mentioned under Exclusions section and you can take it as many times as you want and the license is good for 1 year.We offer this 15 minute exam 1 hour before each tour, license is good for one year
Max 6 people. Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand! A favorite for families!
Enjoy a beautiful Key West sunset while sailing on our 42' Sailing Catamaran. It has over 1000 feet of deck space. We will make sure that you will enjoy this catamaran sailing in Florida. Our crew are biologists or trained by one! They are full of local knowledge.
Get ready for a unique experience to one of Key West world famous locations by the beach! We will take a walk through this iconic spot which includes the Key West most photo worthy beach and some other hidden spots which most tourist may not know.
Besides professional photography we will also give you every trick and tip to enjoy your holiday to the fullest! Come meet this city’s secrets and hidden corners with us while we capture your holiday’s precious moments. Looking forward to meeting you!
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 Keys and view the city from the water in peace and tranquility. You may even get to see some friendly dolphins off the bow!
