This flower-scented little city/island is a haven for famous writers, former hippies, struggling artists, sun seekers, and tourists from all over the world. They like the relaxed pace, the storybook architecture, the carnival-like street life, and they are drawn to Mallory Square every evening to applaud the sunset. The island, just 2 miles wide by 4 miles long, is one of about a thousand coral islets in an archipelago that stretches 126 miles southward from Miami.
British Virgin Islands
Most Active or Strenuous
Minimal Activity Required
See Key West from the harbor aboard a former Navy launch, which offers a wonderful perspective to view historical sites such as Fort Zachary Taylor and Mallory Square.
After boarding the boat at the pier, you will soon cruise through Key West Bight and head toward Mallory Square while the captain describes the historical points of interest. Now legendary for its sunset celebrations,
Mallory Square has been a social and commercial hub since the 1820s, when ships carrying goods from shipwrecks docked there.
Before long, Fort Zachary Taylor will come into view. The fort is a National Historic Landmark that played an important role in the Civil War and Spanish-American War.
In time, the boat will turn back, affording you a closer view at the seaside residences on Sunset Key and the Coast Guard Station, which first established a presence in Key West in 1824.
You will then pass under the bridge that connects Key West to Fleming Key, which is home to a naval air station.
By the time you return to the pier, you will have a greater understanding of Key West.
Note: There are very large and easy stairs on and off the vessel as well as cushions on every seat. Half of the boat is covered with shade as well as large fans and misters to keep guests cool.
There is a restroom on board.
PRICE is per vehicle
This exclusive arrangement is designed to allow you the chance to customize your time ashore and discover the most interesting sights in the comfort and privacy of your own vehicle. With your private car and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore according to your own interests and sightsee at your own pace. See the most famous sights or go beyond to create your own intimate connections and unique cultural encounters.
The Executive Collection is recommended for the single/solo traveler, couples, family, friends, and special interest groups traveling together. It can also be an excellent choice for physically challenged guests.
Capacity: 2 guests
PLEASE NOTE: Private cars/vans/minibuses are ordered per vehicle (not per person), and only one person in the party need order the vehicle. The price shown is the total cost for the vehicle, driver and English-speaking guide. Kindly note, however, that in certain ports only a driver/guide will be assigned (one person), due to limited availability. Entrance fees are not included in this price, in order to provide you with the most flexibility. In many ports, the number of vehicles available is extremely limited; therefore guests are encouraged to make their reservation as early as possible.
Half-day private tours must depart between 8:00 a.m. and 9:00 am, or after 1:00 p.m.
Upon embarkation, please consult the Destination Manager onboard to personally discuss your itinerary requirements and set your departure time.
Experience Key West the way it was meant to be seen – from 500 feet! Soar over crystal-clear waters and spot majestic sea-life thriving in their natural habitat. This fully-narrated tour soars over the island of Key West with a bird's-eye view of historical landmarks such as Duval Street, Fort Zachary Taylor, and The Southernmost Point. The tour continues over the shallow waters of Key West's famous Backcountry where ship-wrecks, stingrays, and sharks are common viewing. Every seat is a window seat - Be sure to bring your camera!
Note: Actual flight time is 12 minutes. Wheelchair guests must be able to transfer a few steps from wheelchair to van and helicopter. Our pilots/tour guides speak fluent English, German, French, Italian, Spanish, Portuguese, and Mandarin are also available via a pre-recorded narration during the flight. Children under 24 months can ride on an adults lap for free. Anyone over 24 months requires their own seat and own ticket. Maximum weight is 300 pounds per seat and 600 pounds total per group.
Discover Key West in three unique ways during this colorful and entertaining island tour aboard a Conch Tour Train or an Old Town Trolley, and visits to the Key West Aquarium and Shipwreck Historeum.
Your Key West discovery will begin with a fully narrated, 1-hour tour of the island via Old Town Trolley or Conch Tour Train. Along the way, your conductor will point out unique details and renowned landmarks.
Next, you will proceed for a self-guided visit to the Shipwreck Historeum, which opened in June 1994 as a re-creation of the 1856 wreckers' warehouse. Inside, you will see a video presentation depicting how Key West once became the wealthiest city in America. This nautical museum serves as a backdrop for artifacts from the Issac Allerton, which sank in 1856. Don't miss the view from the observation tower, or wreckers' lookout that rises 65 feet above street level and provides a great viewpoint from which to photograph your ship.
Your tour will conclude with a self-guided visit to the Aquarium, Key West's oldest attraction. Built in 1934 as an open-air aquarium, it was recently expanded to include both Gulf and Atlantic shores exhibits.
Please note: Following your self-guided tour of the Historeum and Aquarium, you will be responsible for meeting the all-aboard time designated by the ship. Please check the daily program for the scheduled departure time of the ship. Island portion of tour on tour vehicle is wheelchair accessible, Aquarium and Shipwreck museum are walking tours. Stairs required for the Shipwreck museum.
Explore the fascinating history of Key West during this unique tour aboard the Old Town Trolley or Conch Tour Train, and a visit to the Harry S. Truman Little White House.
Depart the pier for the brief stroll to the trolley or train depot. Upon arrival, you will climb aboard and travel approximately 1.4 miles through Old Key West. As you explore the largest historical district in the United States, you will hear colorful anecdotes, learn about the island's history and pass by many renowned landmarks, including the Hemingway House, Southernmost Point, Audubon House, Duval Street, and more.
Along the way, you will also learn about the pirating history of this colorful island, and pass by the active harbor. The old conch homes reflect the great wrecking days that once made Key West the wealthiest city in the United States. The tour will end at Mallory Square in the heart of the Old Town. From here, you will be escorted 1.5 blocks to the Harry S. Truman Little White House.
The Harry S. Truman Little White House offers guided tours of this presidential museum that depart about every 15 minutes. Built in 1890 on the waterfront of the harbor, the Little White House served as the first officers' quarters on the naval station. At the beginning of the 20th century, the home was converted into a single-family dwelling to house the base commandant. During your guided tour of this presidential museum, you will learn about the many distinguished guests that once stayed here, including Thomas Edison, British Prime Minister Harold Macmillan, and Presidents Truman, Eisenhower, Kennedy, Carter, and Clinton.
Following your guided tour, you will follow the signs for the three-block, 200-yard walk back to the pier.
Note: The Island portion of tour on tour vehicle is wheelchair accessible. Whitehouse portion of tour is a guided walking tour. Stairs are required to access the second floor.
This combination tour allows you to discover not only Key West’s amazing marine life, but also its historic old town.
It’s a short walk from the cruise ship pier to your comfortable glass-bottomed tour boat. Once aboard, you'll set off on a relaxing and picturesque cruise to the reef, where a wide variety of fish and other sea creatures await your viewing pleasure. Along the way, your experienced captain and crew will provide a unique and informative eco-tour and point out the most interesting species of marine life that make their home in the waters of this incredible island. You'll marvel at the amazing beauty of the colorful fish and reef inhabitants as you gaze into the underwater world of Key West. Your fully equipped Glass Bottom Boat, The Pride of Key West, offers you a smooth ride on a modern catamaran and features a seated sun deck as well as an air-conditioned, enclosed viewing area. After approximately 40 minutes enjoying the wonders of the reef, you'll make your way back to the dock for the land portion of your tour.
The Conch Train Station is just a short walk from the dock and it’s here where you will climb aboard your Conch train and begin a fully narrated one hour tour of the island. Riding in comfort, cooled by island breezes, you will get a true feel of this unique island - the color, the history and the atmosphere, all while viewing its most important landmarks. Along the way, your friendly conductor will point out unique details and special places you might otherwise miss, such as Hemingway House, the Southernmost Point of the Continental U.S., President Truman's Little White House, the Henry Flagler Railroad Historian and many, many more sights that characterize the charm and distinctive appeal of Key West.
Following your panoramic tour, you are free to walk back to the ship, or further explore on your own. Hundreds of delightful, one-of-a-kind shops and eateries are waiting to be discovered, all while soaking in the ambience that is distinctively Key West.
Please note: this tour includes limited walking; however dependent upon the ship’s docking location, the walk to the tour boat dock can be approximately 10-minutes. The tour is available to wheelchair guests who are able to make their own way on and off the boat and Conch train and have an able-bodied companion to assist them; however all wheelchairs, walkers and strollers will be stored at the dock during the tour. Those with mobility concerns are cautioned to carefully evaluate their personal level of stamina and ability. Any guests prone to motion sickness should take all necessary precautions. Casual, weather appropriate clothing; sun cap; sunglasses; sunscreen; and flat, comfortable walking shoes are recommended. The boat is not exclusive to Regent Seven Seas guests.
This delightful exploration of the waters surrounding Key West allows you to explore dramatic underwater vistas that are generally reserved for scuba divers.
Boarding your comfortable tour boat, you'll set off on a relaxing and picturesque cruise to the reef, where a wide variety of fish and other sea creatures await your viewing pleasure. Along the way, your experienced captain and crew will provide a unique and informative eco-tour and point out the most interesting species of marine life that make their home in the waters of this incredible island. You'll marvel at the amazing beauty of the colorful fish and reef inhabitants as you gaze into the underwater world of Key West. Your fully equipped Glass Bottom Boat, The Pride of Key West, offers you a smooth ride on a modern catamaran and features a seated sun deck as well as an air-conditioned, enclosed viewing area. After approximately 30 minutes enjoying the wonders of the reef, you'll make your way back to the dock where your tour concludes.
Please note: This tour is available to guests who utilize a wheelchair; however, the wheelchairs are not allowed on board and must be left at the check-in booth. Those with mobility concerns should evaluate their personal level of ability. Natural sea conditions may create some movement of the vessel and guests must accept responsibility for their movement around the vessel. It is recommended that guests wear comfortable, flat, rubber-soled shoes and bring a hat, sunglasses and sunscreen. The catamaran is equipped with restrooms and a snack bar. The boat is not exclusive to Regent Seven Seas guests.
Discover Key West from a truly unique perspective during this scenic and exhilarating parasailing adventure.
Depart the pier with your guide for the brief walk to the parasailing boat. Upon arrival, you will fill out your liability waiver, receive your safety instructions and embark the boat. You will then commence your offshore powerboat ride, parachuting, ballooning and gliding adventure.
Your custom-designed Ocean Pro parasailing boat features an integrated onboard flight deck launch and recovery system. In addition, your Coast Guard-licensed crew will guide you every step of the way, and will help you experience the thrills of winch-direct parasailing by utilizing the latest state-of-the-art parasailing technology.
Along the way, you and another guest will experience the excitement of flight while seated side-by-side with our new tandem bar. Your special vantage-point hundreds of feet above the Atlantic Ocean will enable you to take in panoramic views of Key West and its beachfront. Photo packages will be available to capture all of the action and excitement.
Following your tour, you will be returned to the pier, where you may opt to return to your ship or explore Key West at your leisure.
Please note: The walk from the ship to the parasailing boat is approximately 400 yards over a flat, paved surface. All guests will be required to fill out a liability waiver to participate on this tour. This tour is not recommended for guests with limited mobility or guests who utilize a wheelchair. The boat may not be exclusive to RSSC guests. The minimum age to participate is 12 years old. Weight restrictions require a minimum of 75 pounds per person, and a maximum combined weight not to exceed 600 pounds. Operation of this tour is dependent upon wind speeds, which must be well within safety guidelines.
The boat is not exclusive to Regent Seven Seas guests.
Explore the historic beauty of one of Florida's most popular destinations during this scenic and informative walking tour in Key West.
Formerly one of the richest cities per capita in America, Key West is immortalized by a storied past that has been shaped by wreckers, spongers, cigar makers and the U.S. Navy. This thriving center of art, culture and entertainment has also been the home, or second home, of presidents, movie stars and writers.
Depart the pier for a guided and narrated walking tour of Key West. During a stroll through its enchanting streets and lanes, you will discover the island's rich maritime history, wonderful architecture and relaxed lifestyle. Tropical foliage will shade the walkways as you make your way through the heart of Key West. During your tour, a refreshment stop will be made for a bottle of water and an opportunity to sample the island's famous conch fritters.
Your tour will conclude with a climb to the top of the 65-foot tower at the Shipwreck Historium, which offers wonderful views and photo opportunities of the entire island.
Following your tour, you will return to the pier.
Please note: This walking tour involves 1.25 miles of walking over mostly flat surfaces, and includes a number of stairs at the Shipwreck Historium. Guests are advised to wear comfortable shoes, sunscreen, a hat and sunglasses.
Casually bicycle through Florida's most carefree, laidback city on a beach cruiser, viewing Key West's most colorful attractions and landmarks.
Walk the short distance from the pier to your beach cruiser and start biking through Key West. The city is entirely flat, so you can easily cruise along without much effort. You'll see all the key sites, stopping at many of them, and always pedaling at a leisurely pace. Along the way, your guide will impart all sorts of curious facts and stories about Key West's most infamous characters.
Make a brief stop for photos at the notorious Captain Tony's Saloon, where Jimmy Buffet played early in his career. See Ernest Hemingway's house, where the Pulitzer Prize-winning author penned "For Whom the Bell Tolls." Have your picture taken at Mile Marker 0, the southernmost point in the continental United States. Cruise by the quirky Key West Cemetery and hear about the famous sculptures and unusual epitaphs.
Key West has no shortage of irreverent attractions, but there are also plenty of more traditional ones that are fascinating in their own right. You'll pass the Presidential Gates, leading to Harry Truman's Little White House, and Mel Fisher's Maritime Heritage Museum, which is filled with booty from a shipwrecked Spanish galleon. For the ultimate taste of Key West, the tour ends at the Key West Key Lime Pie Factory where you'll be treated to a slice of Key Lime pie.
After a fun-filled time exploring Key West in a non-traditional manner, you will return your bike and then have the choice of either enjoying some free time in the city or walking back to the ship.
Please note: This tour includes limited walking, but approximately 2.5 hours of moderate to easy biking over flat terrain. Stops are made approximately every 5-10 minutes and are exterior only. Participants should be in reasonably good physical condition and know how to ride a bike. The tour is not available to wheelchair guests or those with mobility concerns. Light-weight, comfortable clothing (avoid wide-legged pants or skirts); sun cap; sunglasses; sunscreen and flat, comfortable shoes are suggested. The bikes used are 26" and the minimum height to participate is 5 ft.
Explore the pristine waters off of Key West during this sail and snorkel excursion via catamaran to North America's only living coral reef.
Depart the pier on-foot for the brief stroll to the catamaran dock. Weather permitting, you will embark your comfortable, specially-built catamaran and sail to a part of the coral reef not typically explored by most Key West visitors. Guests of all ages will be amazed by this incredible, vibrantly-colored display of fish and coral. The staff will be on hand to provide snorkeling instruction on the way out to the reef, and provide extra assistance to all guests as needed during your 1-hour snorkeling excursion.
You can swim in the sub-tropical waters, and view the diverse and incredible collection of undersea life before settling back on board for complimentary beer, wine or soft drinks on the return trip.
Upon your return to the catamaran dock, you will disembark the catamaran for the brief walk back to the pier and ship.
Please note: This tour is only recommended for active guests in good physical condition. This tour is not recommended for guests with limited mobility or guests who utilize a wheelchair. Guests are advised to wear a swimsuit under a cover-up, sunscreen, a hat and sunglasses, and bring a towel from the ship. Be advised that the boat is not exclusive to RSSC guests, and can take on a party atmosphere following the snorkeling portion of the tour. Those participating in any water activities do so at their own risk and responsibility. The boat is not exclusive to Regent Seven Seas guests.
Experience Key West in a unique new way during this island tour and exhilarating jetboat adventure.
First, your escort will meet you on the pier and walk with you the short distance to the jetboat location. Upon arrival, you will be able to store your belongings and receive a life vest. After boarding the boat and having a safety review, the fun really begins. You'll want to be sure to brace yourself for the most exhilarating boat ride you’ve ever had as you experience incredible sideways slides and crazy 360 degree spins that other jet boats are not capable of. White Knuckle is specially designed and US Coast Guard certified. This amazing boat is capable of speeding up to 50 mph on only 4 inches of water!
Your adrenalin gets pumping as you enter the harbor and with a giant whooosh, you’ll spin 360 degrees so a photographer can capture the moment. Prepare to get wet as you bounce in and out of the waves, slide sideways and do more spins and amazing tricks! Following an unforgettable 30-minute thrill ride, you’ll return to the dock and have time to view and purchase optional souvenir photo’s of your White Knuckle Experience. Afterwards, you are free to return to the ship or explore Key West on your own.
Please note: As this tour involves travel over bumpy surfaces, guests with neck and/or back injuries or those who may be pregnant are discouraged from participating. This tour is not recommended for guests with limited mobility or guests who utilize a wheelchair. Guests must be capable of holding on securely to the grab bar while the boat is in motion. Children must be at least five years old and accompanied by a parent in order to participate on this tour. Please advise the Destination Services Manager if you weigh more than 200 pounds, as a special seating arrangement must be made. Be prepared to get very wet. Guests are advised to wear sunscreen, a hat and sunglasses, and bring a towel from the ship.