5 (240)
Key West
Key West Sunset Sail: Pirate Ship Adventure!
120
Overview
Sunset Sail Cruise in Key West offers an exciting sailing adventure aboard the Schooner Jolly II Rover, Key West's famous "Red Sails in the Sunset" tall ship! This isn't just any boat ride; it's a chance to experience traditional sailing with a pirate twist. The Jolly II Rover is the only squared-rigged topsail schooner in the Historic Seaport.
Guests can expect to help raise the sails, steer the ship, and even fire cannons! Or they can simply relax and enjoy the beautiful scenery. The cruise passes by iconic landmarks such as the Historic Seaport of Key West, Man O War Harbor, Christmas Tree Island, Sunset Key Mansions, Mallory Square, Navy Mole and Fort Zachary Taylor, and Fort Zachary Taylor State Park, before heading out for an Open Atlantic Sunset view.
This sunset sail includes coolers of ice with cups and bottled water, plus snacks. Alcoholic beverages and soda pop are not included. 
Highlights
Sail on Key West's Most Photographed Ship: Experience the beauty of the Schooner Jolly II Rover, a unique tall ship.
Help Sail the Ship: Participate in raising the sails and even steering the schooner.
Fire the Cannons: Add some excitement by firing the ship's cannons!
See a Stunning Sunset: Enjoy breathtaking views of the sunset over the Open Atlantic.
Sentiment Analysis
Customers generally have a great time on the Sunset Sail Cruise in Key West. They especially enjoy the crew, the sailing experience, and the beautiful sunset. A few people mentioned crowds and snack quality.
People love the crew because they are nice and fun.
Many enjoy helping to raise the sails and steering the ship.
The boat is beautiful, and the sunset views are amazing.
The cannon firing is a fun and exciting part of the trip.
Some people find the boat crowded.
A few reviewers thought the snacks could be better.
The Journey
Historic Seaport of Key West
Step back in time at the Historic Seaport of Key West, a vibrant waterfront district where maritime history meets modern-day charm. Once a bustling hub for fishing and sponge industries, it now boasts a lively mix of restaurants, bars, shops, and museums. Stroll along the docks, watch skilled artisans at work, and soak in the authentic atmosphere of this iconic Key West landmark. It's the perfect starting point for any Key West adventure.
Man O War Harbor
Sail into the serene Man O War Harbor, a tranquil haven known for its pristine waters and protected location. This peaceful harbor provides a stunning glimpse into Key West's natural beauty. Often a haven for diverse marine life, it offers a chance to connect with the quieter, more secluded side of Key West.
Christmas Tree Island
Glide past Christmas Tree Island, a charming and whimsically named islet. While its exact origins may be shrouded in local lore, the island offers picturesque views and adds a touch of local color to your sailing experience. A memorable sight for its unique name and tranquil setting.
Sunset Key Mansions
Marvel at the luxurious mansions of Sunset Key from the water, offering a glimpse into the opulent side of Key West living. This exclusive island retreat, just a short ferry ride from Mallory Square, is renowned for its pristine beaches, upscale residences, and breathtaking sunset views. Witness the elegance and tranquility of this sought-after destination as you sail by.
Mallory Square
See Mallory Square from a unique vantage point on the water, offering a refreshing take on this iconic Key West landmark. Famous for its nightly Sunset Celebration, Mallory Square comes alive with street performers, food vendors, and artisans as the sun dips below the horizon. Enjoy a different perspective of this vibrant gathering place, a must-see for every Key West visitor.
Navy Mole and Fort Zachary Taylor
Cruise by the Navy Mole and Civil War-era Fort Zachary Taylor, each holding significant historical importance. The Navy Mole serves as a crucial naval installation, while Fort Zachary Taylor played a pivotal role in the Civil War. Observe these imposing structures from the water, offering a glimpse into Key West's strategic military past and architectural prowess. Delve into history as you sail past these enduring landmarks.
Fort Zachary Taylor State Park
Sail past Fort Zachary Taylor State Park. This park combines history, nature, and recreation. Explore the historic fort, relax on the beach, or snorkel in the clear waters. Offering a blend of cultural heritage and outdoor adventure, it’s a destination where you can delve into history and enjoy the natural beauty of Key West.
Open Atlantic Sunset
Venture into the open Atlantic to witness Key West's unparalleled sunsets. As the sun dips below the horizon, painting the sky with vibrant hues, you'll be treated to a spectacular display of natural beauty. This daily phenomenon is a quintessential Key West experience, offering a moment of serenity and wonder on the open sea. Each sunset is a unique masterpiece, creating an unforgettable memory.
Know Before You Go
This sunset sail includes coolers of ice, cups, bottled water, and snacks for everyone to enjoy. Please note that alcoholic beverages and soda pop are not provided on this trip. There is no specified pickup or dropoff location for this experience, please review meeting location details.
Hot Tip
Wear comfortable shoes and clothes that you don't mind getting a little wet. Arrive early to get a good spot on the deck for the best views!
5
240
Everglades National Park
Everglades Adventure: Airboat Tour from Fort Lauderdale with Hotel Pickup
Embark on an exhilarating Everglades Airboat Tour from Fort Lauderdale. Glide through the 'River of Grass' with an expert guide, spotting alligators and native wildlife in their natural habitat. Enjoy the convenience of round-trip hotel transport for a seamless adventure into Florida's untamed wilderness. A truly unique and memorable nature experience.
From
$ 65
Book Now
5
150
Key West
Key West Snorkel & Speedboat Safari Adventure
Key West Safari Eco Sandbar Tour Adventure with Snorkeling offers a thrilling way to explore Key West's stunning backcountry! This adventure lets people captain their own speedboat through 28 miles of Florida's beautiful waters, escaping the usual tourist crowds. It's perfect for those who love being on the water and seeing wildlife. Participants follow a local guide on a smooth and scenic ride to the Florida Keys National Marine Sanctuary. Here, they can snorkel and swim in clear waters, discovering the amazing marine life that lives there. The tour provides snorkel and swim gear, making it easy for everyone to jump in and explore. This unique eco-adventure includes exploring island trails and experiencing the untouched beauty of the Mud Keys. Keep an eye out for ospreys, dolphins, and sea turtles along the way! Remember that Florida law requires anyone born after January 1, 1988, to pass a boater safety test to drive the boat.
From
$ 197
Book Now
5
120
Key West
Key West Kayak Tour: Mangrove Eco-Adventure!
Key West Mangrove Kayak Eco Tour takes adventurers into the calm waters of Key West's backcountry. With an experienced guide, explorers paddle through shallow, blue-green waters, winding through mangrove creeks in the Florida Keys. Participants can observe the geological structure and unique inhabitants of the Keys from the comfort of a kayak. This adventure provides an up-close view of the mangrove environment and its diverse marine life. Expect to see tropical fish, crabs, sea stars, jellyfish, sea cucumbers, sponges, and various aquatic birds. Each trip promises a unique exploration, revealing different wonders of the ecosystem. The tour focuses on the quiet side of Key West, offering a peaceful escape into nature. It includes a local guide who shares knowledge about the environment. Please note that bottled water is available for purchase, and dry bags are available for rent. Gratuities are not included. Restrooms and changing areas are available on-site, and guests can leave belongings at the paddle shack. Beginners are welcome, but all participants must know how to swim.
From
$ 70
Book Now
5
90
Key Largo
Florida Keys Eco-Tour: Spot Dolphins & Manatees!
Small Group Florida Keys Eco Tour by Boat offers a unique opportunity to explore the stunning Florida Bay and its incredible wildlife. This tour is perfect for nature lovers and families who want to discover the wonders of the Florida Keys ecosystem. During this boat tour, guests can expect to see playful dolphins and gentle manatees in their natural habitat. A knowledgeable guide shares fascinating insights into the local ecosystem, making it an educational and memorable experience. This eco-tour focuses on the Florida Keys, providing guests with an up-close look at its unique environment. The tour includes bottled water to keep everyone hydrated. Guests are welcome to bring their own snacks and drinks, as there is a cooler with ice available on board. With small group sizes, this tour ensures a personalized and intimate adventure on the water.
From
$ 60
Book Now