EXPLORE KEY WEST
BOOKING TRUSTED KEY WEST TRIPS & TOURS FOR OVER 40 YEARS
Home Of Key West’s Only Dinner Cruise
Home Of Key West’s Only Dinner Cruise
SUNSET WATERSPORTS
KEY WEST TOURS
Top Trips, Tours & Activities
In Key West
SUNSET WATERSPORTS
KEY WEST TOURS
Top Trips, Tours & Activities In Key West
Celebrating Our 40th Anniversary!UP TO 40% OFF Trips & Tours!
|
|
FEATURED KEY WEST TOURS
FEATURED TOURS
- All Ages
- 3 hours
Join us for one of the most memorable nights on the water, Key West’s Lighted Boat Parade. This is your chance to ride in the parade. Includes draft beer, wine, champagne, appetizers & live DJ.
- Featured Trip!
- All Ages
- 5 Hours
Join us for an exciting guided kayak tour through the mangrove islands! Visit a secluded sandbar to explore, paddleboard, kayak, snorkel, or sit back grab a drink. Lunch and unlimited draft beer & wine included!
Kids go free!
- On Sale
- Ages 5+
- 1.5 hours
Get unique views of the island on an amazing jet ski ride combined with an awesome tour. Stops include Key West Harbor, Boca Chica Sandbar, and more!
- Ages 5+
We’re the original parasail company in Key West, Florida! We have all new equipment & over 5,000 5 star reviews for parasailing. If you’re looking for a great parasail ride, let us take you up over the famous Key West Bight or from Smathers Beach.
- 2 Daily Trips
- All Ages
- 3 hours
- 11:00AM or 5:30PM
Join us for an afternoon or evening of dolphin watching and snorkeling in Key West’s best back-country reefs! With two trips each day to the dolphin playground we will get you closer than ever to our beloved marine friends. Enjoy the best views and unlimited draft beer as we cruise back through the historic Key West harbor.
Kids go free!
- All Ages
- 2 hours
Enjoy a beautiful Key West sunset with a tropical food buffet, live music, and an open well bar! Take in the unbeatable views as you groove into the sunset.
Kids go free!
BEST WAY TO GET AROUND
- Ages 22+
- Hourly & Weekly Rentals
Key West is golf cart friendly & ready to explore. We have 4 and 6-person EZ-Go golf carts available for rent. Cruise down the beach then hit Duval Street in your very own golf cart.
SUNSET WATERSPORTS
KEY WEST
Sunset Watersports is Key West’s Original Watersports Company (est. 1984). Sunset Watersports is an award winning watersport provider and featured on countless industry leading travel sites. For over 40 years Sunset Watersports has been pioneering and booking Key West’s most trusted watersport excursions. With over 12,500 5 star Google & TripAdvisor reviews, Sunset Watersports is a family owned and operated brand you can trust. Focusing on providing world class customer service, we invite you to join us on your trip to Key West and experience the Sunset Watersports difference.
Sunset Watersports only selects the island’s best experiences to provide to guests. Each trip or tour has been hand-selected and uniquely designed to offer the absolute best value at the island’s best prices. Featuring the Key West’s best sandbar charters, reef snorkeling, parasailing, sunset cruises, jetski tours, dinner cruises, boat rentals, eco kayak adventures & more!
AS FEATURED ON:
-
Our mission is to provide first class watersports activities at a reasonable price with first class service and equipment. Additionaly we strive to provide an atmosphere where our employees can advance and be part of the Key West community, raise families and give to those less fortunate. We believe that providing a fun filled, drug free atmosphere is essential to achieving the goal of good family values. Sunset Watersports Key West offers more watersports activities, trips and tours than any other Key West Watersports Company and is the oldest existing parasail company in the USA.
A message from the Owner
We believe in respecting all races, genders and religions so that we may advance as one human family. Welcome to Sunset Watersports Key West.
– Richard C. Welter President -
KEY WEST SAFARI SPEED BOAT SNORKEL TOURS – be your own captain and drive a mini speed boat deep into the Florida Keys National Marine Sanctuary, walk along deserted beaches and snorkel in pristine waters off Key West. Our KEY WEST BOAT RENTALS are the Lowest Priced Boat Rentals in Key West and the largest selection of Key West Boat Rentals.
KEY WEST PARASAILING from 2 locations:
Parasail over beautiful Key West Smathers Beach located at 1901 South Roosevelt Blvd. and enjoy this spectacular view of our wonderful island. Choose to parasail at the Key West Seaport located at 201 William St and you will get a first hand view of the Key West Harbor any location you choose to parasail in Key West will leave you a memorable experience of Key West ‘s best view.KEY WEST SUNSET CRUISE from the upper deck of the Party Cat is the best Sunset Cruise in Key West at the LOWEST PRICE KEY WEST DINNER CRUISE is the only Key West Dinner Cruise with an air conditioned main cabin offering a Key West Tropical food buffet, FREE Margaritas, Rum runners, Mixed drinks, beer, wine and champagne. This is the best valued Sunset Cruise in Key West.
KEY WEST WAVERUNNER/JETSKI TOURS AND RENTALS. Brand new waverunners at the lowest price in Key West. This Key West waverunner tour is 1 ½ hours long, be prepared for a thrilling fast paced tour as you go completely around Key West. Visit the Southernmost point, Sub Marine pits and stop at the Boca Chica sand bar for some free style riding. Follow your local guide around Key West on this 28 mile tour. The waverunner tours depart from 2801 North Roosevelt Blvd. (US 1) at the Parrot Key Resort. We do have hourly rentals as well.
-
Sunset Watersports has 2 locations on KEY WEST BEACHES. One Key West Beach location is in front of the Sheraton Resort at 2001 South Roosevelt Blvd (A1A) on Smathers Beach Key West. Key West beach rentals are hobie cat sailboats, paddle boards, kayaks, windsurfing and chair and umbrellas rentals. Our 2nd Key West Smathers Beach location is on the corner of South Roosevelt Blvd and Bertha Street. The address is 1901 South Roosevelt Blvd on Smathers Beach Key West. This Smathers Beach location is the original Sunset Watersports location started back in 1984. This location offers parasail rides, hobie cat sailboats, windsurfing, paddle boards, kayak rentals and chair and umbrella rentals.
The KEY WEST BEACH PASS is the best way to spend the day on a Key West beach for one low price. You get a parasail ride and unlimited hobie cat sailing, windsurfing, stand up paddle boards and kayak rentals. There are 2 Key West Beaches to choose from. Both beach locations are on Smathers Beach located at 1901 South Roosevelt Blvd in front of the Sheraton Resort at 2001 South Roosevelt Blvd (A1A) on Smathers Beach Key West.
-
Sunset Watersports KEY WEST SNORKEL Reef trip RISE AND REEF offers a lite breakfast as you snorkel the only living coral reef in the US. This is a Key West snorkel trip you should not miss. You will be whisked out to the Key West coral reef on a new state of the art sailing catamaran boat. The friendly crew will instruct you how to use the snorkel equipment and we have a safety line floating behind the boat for those that are less experienced. There are snorkel vests and swim noodles to make you feel comfortable while you snorkel this magnificent coral reef. We also offer the afternoon SUNSET SNORKEL where you will snorkel the coral reef and enjoy a cold beer and soda on the ride back in.
KEY WEST DOLPHIN WATCH by Sunset Watersports is a magical Key West adventure for the whole family. Venture out on a 40 foot dolphin watch boat that takes you for a brief Key West snorkel adventure and then to the dolphin playground to see dolphins in their natural habitat. Watch the dolphins as they interact with each other and, at times, perform stunning acrobatics. Don’t forget your camera because on the way back to Key West you will enjoy the famous Key West sunset. We provide all snorkel safety gear and equipment. Enjoy a cool complimentary refreshment of soft drinks, beer and water.
-
We offer KEY WEST WEDDINGS for all different occasions: Weddings on the beach, boat weddings on our fleet of 65′ luxury Catamarans as well as fully catered wedding receptions, rehearsal dinners, welcome parties, corporate events and more. If you need a private charter for 2 to 149 people Sunset Watersports offers boats from 17 feet to 65 feet for all your charter needs. For more info on our wedding offerings please visit our wedding page by clicking here. Or visit our wedding site for Weddings On The Water Key West
Sunset Watersports proudly presents its newest addition Hammer Head Surf Shop located at 201 William St on the Key West Seaport board walk. Join us at the downtown historic seaport in Key West for the best deals on shopping, clothing & all your retail needs.
Key West Discounts & Deals?
Sign up today to get Key West Deals, Discounts & News!
OVER 12,799+ 5-STAR REVIEWS FROM GUESTS!
★★★★★
Check Out Our Holiday Specials!
Key West News
The Best Places to Snorkel from Land in Key West, Florida Updated for 2025
The Best Places to Snorkel from Land in Key West, Florida Author: Nathan Knight Key West offers some fantastic snorkeling spots that are accessible right from the shore, perfect for families, beginners, or anyone looking for a casual snorkel experience. While snorkeling from land is convenient and fun, it’s important to know the unique benefits…
10 Cheap Hotels In Key West Under $200 per Night
Cheapest Places to Stay in Key West in 2025 Author: Nathan Knight Planning a trip to Key West on a budget? Discover the top affordable accommodations that offer comfort and convenience without breaking the bank. From charming guesthouses to budget-friendly motels, explore the best options for cost-effective stays in Key West. Whether you’re seeking proximity…
Why Key West Is The Top Destination For Boat Rentals In Florida?
Key West, a sun-drenched island at the southernmost tip of the continental United States, is a vibrant paradise that draws millions of visitors each year. Its stunning natural beauty, rich history, and welcoming atmosphere make it a sought-after destination for water-based adventures. One of the most popular ways to experience Key West’s unique charm is…