Cruises & Sailing · Tomorrow

(18 activities)
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    Wind & Wine Sunset Sail

    Enjoy an evening of wind, wine, and surf on an upscale, yet relaxed and intimate, sunset sail. You'll choose from eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise, since it is virtually the only sailing excursion in the U.S. that serves “real” wine. Calm down beer lovers. You won't have to drink wine. You'll have an array of quality craft beers to sample and everybody can partake in the delectable hors d’oeuvres. Set sail and experience one the most romantic and upscale wine cruise in country. All aboard!
    Wind & Wine Sunset Sail

    255 Front St, Key West

    • Set sail on the high seas and taste wine on a luxurious 65 foot schooner
    • Choose from a wide variety of wines and beers from around the world
    • Enjoy tasty appetizers like caprese skewers, green apple with a honey drizzle, and much more
    • Watch the sun melt away into the pristine horizon
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    Morning Sailing Excursion

    Take the day off to soak up the sun on The Morning Half Day Excursion. You'll set sail on a traditionally-styled, sixty-five foot schooner that will take you through the shallow waters of the Key West National Wildlife Refuge. Get up close with the tropical fish and wildlife as you snorkel and kayak through coral patch reefs and mangrove canopies. After building up an appetite, snack on some fresh, tropical fruit. You'll get the full Key West experience in just a few hours with this once and a lifetime excursion. Don’t forget the sunscreen!
    Morning Sailing Excursion

    255 Front St, Key West

    • Help raise the sails on a luxurious 65 ft schooner in tropical waters
    • Snorkel past pristine sponge gardens and isolated boulder corals patch reefs
    • Adventure around the mangrove canopy to spot a variety of bird and marine life
    • Take in all the beautiful scenery around you as the sun sparkles off the water
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    Biscayne Bay Sightseeing Cruise

    Take to the waters of Miami for a fabulous cruise on Biscayne Bay! This 90 minute cruise takes you by the homes of some of the world's "rich and famous" (called Millionaire's Row), along the stunning Miami Skyline as well as the Port of Miami and more. Treat yourself to a break from the busy Miami lifestyle and just enjoy! See Miami's spectacular coastal sites including the beautiful downtown Miami skyline, the Port of Miami, Brickell Key, Fisher Island and the celebrity filled islands of Miami Beach known as "Millionaire's Row". Here, you'll see the homes of Shaquille O'Neal, Gloria Estefan, Julio Iglesias and more. You will also see the home where they filmed the Al Pacino classic - Scarface, as well as the former home of notorious gangster Al Capone.

    Biscayne Bay Sightseeing Cruise

    401 Biscayne Boulevard, Miami

    • See Miami's spectacular coastal sites on a 90-minute Biscayne Bay cruise
    • Pass by the stunning Miami Skyline, the Port of Miami and more
    • See the homes of a number of celebrities, including Shaquille O'Neal, Gloria Estefan, and Julio Iglesias
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    Everglades Airboat Adventure and City Tour

    Visit the Florida Everglades and see the sights of the city. In the morning, you will experience the wild Everglades and its famous inhabitants, the alligators. In the afternoon, you'll become familiar with the Magic City on a guided Miami city sightseeing tour. See Miami’s most popular landmarks in one day without having to worry about the driving! After being picked up from your Miami hotel, your tour starts as you board the bus for a short drive to the Everglades, where you'll have an airboat adventure! Your 30-minute airboat ride through the wilderness of the Everglades includes full narration from your airboat captain-guide. On the ride, watch for alligators, native flora and other exotic wildlife, all in their natural habitat.

    After the airboat ride, see the alligator wildlife show and walk along the jungle walking trail, filled with crocodilian exhibits. As you explore this unique ecosystem, enjoy breathtaking panoramic views, lush vegetation and tranquility.

    Then, return to Miami for the second part of your day – the city tour. Before your city tour begins you will have free time in Bayside Marketplace where you can have lunch (not included). On the city tour, view top Miami attractions as your driver-guide navigates the not-to-be missed districts of Miami Beach, downtown Miami, Coconut Grove, Coral Gables and Little Havana. See Art Deco architecture, mega-mansions, beautiful beaches and the tropical city skyline, and hear about the art, music, diverse population, famous residents and cosmopolitan mystique that make up Miami.
    Everglades Airboat Adventure and City Tour

    Miami Beach, Miami

    • Explore two of Miami’s biggest attractions, the Everglades and the city center
    • Discover the wild Everglades on a fun airboat adventure with full narration
    • Spend the morning in search of the Everglades’ most infamous resident, the alligator
    • Become familiar with Magic City on an afternoon guided Miami city sightseeing tour
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    Sightseeing Cruise

    Surrreee you don’t want to go on a great boat tour. Quit frontin’. And start riverfrontin’. Departing from Bayside Market Place, this scenic 80-minute cruise will take you around the beautiful Biscayne Bay. There are two double deck vessels; 'The Island Princess' and the 'Manatee II' and each has a bar inside where you can purchase soft drinks, cocktails, beer and snacks. On your cruise around the bay, you will be amazed by the views of Miami Skyline, The Port of Miami, the mansions of your favorite celebrities, Fisher Island, Star Island and more. Your professional tour guide will highlight all the exciting attractions. Just try not to get too jelly when you see all those stately manors.
    Sightseeing Cruise

    401 Biscayne Blvd, Miami

    • Cruise around beautiful Biscayne Bay on an 80-minute cruise tour
    • See the Miami Skyline, celebrity mansions, Fisher island, and much more
    • Enjoy the cocktails and beer available at the bar aboard the vessel
    • Hit the water for a relaxing day outdoors
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    City Tour of Bayside with a Biscayne Bay Cruise

    On this tour you will discover the beautiful side of the fashionable and exciting international hot spot, Miami. Mansions, yachts, Port of Miami, Little Havana and Calle Ocho, South Beach Art Deco district, Coconut Grove, Brickell Avenue, and Coral Gables are some of the highlights. To get the quintessential Miami experience, visit the lovely open-air market of Bayside, where you can browse the artist's carts, sip an iced drink and stroll along the pier. Here, there are more than 100 shops and 30 restaurants which make this a wonderful place to stop. This is more than just a mall; it is a sweet slice of south Florida life, where you will enjoy Miami's beautiful skyline along the Biscayne Bay and delight in the fresh ocean breeze.

    To get the quintessential Miami experience, visit the lovely open-air market of Bayside, where you can browse the artist's carts, sip an iced drink and stroll along the pier. Here, there are more than 100 shops and 30 restaurants which make this a wonderful place to stop. This is more than just a mall; it is a sweet slice of south Florida life, where you will enjoy Miami's beautiful skyline along the Biscayne Bay and delight in the fresh ocean breeze.

    Complete your day with a journey aboard a unique, narrated sightseeing tour of Miami and the homes of the rich and famous on "Millionaire's Row".

    City Tour of Bayside with a Biscayne Bay Cruise

    3400 Pan American Dr, Miami

    • Discover the beautiful side of the Biscayne Bay, a fashionable and exciting international hot spot
    • Visit the lovely open-air market of Bayside, where you can browse the artist's carts and stroll along the pier
    • Travel the bay by boat to take in the most beautiful Miami vistas by water
    • Enjoy a narrated tour of some of Miami’s most iconic sights and neighborhoods
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    Private Sailing Experience

    Choose from multiple sailing itineraries: One option is to leave Dinner Key Marina toward Key Biscayne. We would then head east to view Millionaire’s Row where President Nixon’s house was when he was in office. Another option is setting a northerly course toward the Miami skyline. On this course we would pass Vizcaya, the estate constructed to mimic and old Spanish villa, built by the owner of International Harvester. Sit back and enjoy a glass of wine or beverage while enjoying the views and sailing. For the more adventurous, help sail the boat by taking the helm or working a winch. Impromptu sailing lessons are always available from Captain Bill.
    Private Sailing Experience

    3400 Pan American Dr, Miami

    • A perfect way to enjoy a day is sailing on a beautiful 40 foot Beneteau sailboat on Biscayne Bay in Miami
    • Any time of day, any occasion, is perfect to spend on the water.
    • Captain Bill will accommodate your interest
    • There are various itineraries to choose from, depending on your interests
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    The Ultimate Miami Tour

    Experience Miami’s highlights by boat and bus on this combo tour. Take a sightseeing coach tour through the city and explore beautiful South Beach, the historic Art Deco District and bustling downtown Miami. Then, relax on a cruise along Biscayne Bay to admire the skyline and spot celebrity houses. Top it off with a thrilling airboat ride through nearby Everglades National Park! Experience Miami’s highlights by boat and bus on this combo tour. Take a sightseeing coach tour through the city and explore beautiful South Beach, the historic Art Deco District and bustling downtown Miami. Then, relax on a cruise along Biscayne Bay to admire the skyline and spot celebrity houses. Top it off with a thrilling airboat ride through nearby Everglades National Park! After pickup from your Miami hotel in the morning, you'll take a narrated coach tour to see Miami's highlights including the historic Art Deco District and South Beach, a lively beachside area brimming with restaurants and hotels.

    Explore downtown Miami, a skyscraper-filled metropolis, and continue to Cuban-influenced Little Havana. Other interesting sites include the Gianni Versace Mansion, Madonna’s former house on Brickell Avenue and the secret spot where Michael Jackson filmed his ‘Thriller’ music video! You'll have time to enjoy a meal break in Little Havana before embarking on the next part of your adventure.

    After your coach tour, you'll be taken to Biscayne Bay to board a boat for a 75-minute sightseeing tour. Learn about the history and culture of Miami as you cruise past various islands. Pass the Port of Miami, see celebrity houses dotting the coast and admire the Miami skyline.

    Up next is the third part of your Miami experience: an Everglades airboat tour! Take a 45-minute drive to Everglades National Park for a thrilling 30- to 45-minute airboat ride through lush marshlands. With the help of your onboard naturalist guides, spot wildlife including alligators, turtles, snakes, fish and exotic birds, and learn about the animals and their environment during the wildlife show that follows. An onsite store provides refreshments for purchase.

    After your tour, you'll be taken back to your hotel.
    The Ultimate Miami Tour

    Downtown Miami, Miami

    • Experience all of Miami’s highlights by boat and bus
    • Take a sightseeing coach through the city to explore beautiful South Beach and bustling downtown Miami
    • Relax on a cruise along Biscayne Bay to admire the skyline and spot celebrity houses
    • Enjoy a thrilling airboat ride through nearby Everglades National Park to spot actual wildlife
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    Schooner America 2.0 Sunset Sail

    Champagne at sunset? Sort of romantic. Champagne at sunset while sailing around Key West for two hours while your brain soaks in a puddle of dreaminess? Now you’re talking, Casanova. Embark aboard a 105-foot, 19th-century replica schooner designed for one thing and one thing only: indulgence. Toast your whimsical nature with complimentary champagne, wine, and beer, and nibble thoughtfully on cheese, crackers, and succulent shrimp. Watch as horizon lights up with the evening, and make a wish on the night’s first star. Along the way, you'll catch sight of Fort Zachary Taylor, Sand Key Lighthouse, Mallory Square, and Sunset Pier. Make sure to keep an eye out for dolphins, sea turtles, and waterbirds. Bring your friends, your family, or your significant other for an evening to remember. You owe it to yourself to go overboard once in awhile. But not literally “overboard.” That’d just put a damper on the whole affair.
    Schooner America 2.0 Sunset Sail

    202 William St, Key West

    • Enjoy a sunset cruise aboard a 105-foot, 19th-century replica schooner
    • Sail around Key West for views of various landmarks and sealife
    • Bring a picnic and enjoy complimentary adult beverages
    • Relax with the wind in your hair during a laidback, social sail
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    Biscayne Bay Catamaran (1 hr)

    Conquer the waves of Miami like a really skipper. Enjoy cruising along the vibrant waters off the coast of Miami in an authentic hobie cat. Within the confines of Biscayne Bay, you'll be able to enjoy viewing a number of marinas, deserted islands, sand bars, and city sites. The shallow waters of the bay will make for easy sailing, and its clarity will allow you to easily pick out some of the area marine life, including sea turtles, manta rays, manatees, and dolphins. If you’re new to this type of vessel, no worries! After a little bit of instruction in working the sail, you'll feel more than comfortable enough to set sail by yourself. Now, if only you could find a parrot that will sit still on your shoulder.
    Biscayne Bay Catamaran (1 hr)

    3400 Pan American Dr, Coconut grove

    • Explore the waters of Biscayne Bay piloting your own sailing catamaran
    • Keep your eyes peeled for the gentle aquatic life populating these shallow waters
    • Indulge your adventurous side as you cruise beautiful crystalline waters
    • Admire the natural beauty of this perfect bay set against the Miami skyline
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