Latest News & Blog

Six things you need to consider doing on your Bahamas vacation


June 10, 2020

You’ve booked your sailboat rental, but perhaps you are looking for some additional fun things you can do while in Key West, Florida. From water sports, to relaxation, Key West truly has something for everyone! Take a look at the many options the region has to offer, and join us this fall! 

Snorkeling
Key West is known for its beautiful and crystal blue waters, what better way to experience them then to enjoy some snorkeling in the warm waters. Snorkeling can give you some valuable time to experience and immerse yourself in the local habitat and wildlife - maybe you’ll be able to see more than just a few of the gorgeous local fish.

Rum
This one is certainly an adults-only activity - but it is a unique one! Have you ever wondered how rum is made? Visit Papa’s Pilar Rum distillery to get a behind the scenes look at how rum is made. Papa’s Pilar Rum is the island’s largest distillery and gives visitors the option to participate in a tasting as well! For only $10, it sure does seem worth it.

Ghosts
Do you like a good scare? Or even ghost story? Key West has long been rumored to be an extremely haunted city - making it the perfect location for a late night ghost tour. Sloan’s Key West Ghost Hunt is the perfect night tour to put your ghost-hunting skills to the test.

Sightseeing
Besides experiencing the beauty of all the natural landscape, you have quite a few places that are worth visiting. Let’s start with visiting the southernmost point of the continental United States in Ballast Key, Florida. Or perhaps you’d like to tour Hemingway’s home - nestled in a beautiful, historic neighborhood. Want a view from above? Several local companies offer helicopter tours from above - making sightseeing not only easy, but unique and something you will never forget! Perhaps something more adventurous such as parasailing is better for your sightseeing adventures? Sailing in the clouds is a popular tourist attraction, and something that only gets better when you are flying high above the clouds.

Water Sports
Perhaps water sports are more of your thing. Besides snorkeling, there are a number of different water sports you can enjoy while spending you time at Key West. Let’s start with scuba diving. Just 140 feet beneath the surface is the USNS Vandenberg - a ten-story tall scuba diving haven. The only thing to remember is that this might be best for those who are experienced scuba divers, as if you are inexperienced it could be dangerous. Don’t worry though - there are plenty of beautiful sites you can see while scuba diving around Key West. 

If staying above water is more your thing, try researching some local kayaking companies. There are plenty of locally-owned kayaking companies that allow you to enjoy a rental for a few hours. What better location to kayak and enjoy the great outdoors than Key West? You don’t just have to get a kayak, you can get a canoe rental as well. While they aren’t as easy to guide, they do give a slightly higher sense of safety and security. 

And of course...sailing!
Sailing is not only fun, but it gives you a sense of freedom that other activities may not. First, let’s look at the fun aspect. You can spend as much time as you’d like on the water enjoying the beautiful weather of the Florida Keys and enjoying the company of your friends and family. You could even take your sailboat to the location you are wanting to snorkel to most, or just enjoy a swim in the warm waters of the ocean. 

Sailing provides you with nearly unlimited freedom. With traditional vacations you might have to book all of your travel and you are restricted to certain times and destinations. With a sailboat charter, you’re free to go where you want when you want. That includes visiting port cities, experience nature preserves, go swimming, and snorkeling your way through the ocean, and island hop whenever you want. You are truly in control when it comes to renting a sailboat charter. 

Not to toot our own horn, but renting a sailboat charter from Calypso Charters also makes dining while on your sailboat rental easy! Our chartered catamaran comes with an option for provisioned dining, meaning you can choose to have a pre-stocked grocery list before you even leave the bay. Your catamaran will come stocked with your favorite foods, the best ingredients for your recipes, and your children’s favorite snacks.

We can’t wait to see you in Key West! If you have not booked your sailboat vacation, contact us here at Calypso Charters. Our team will help you put together a vacation you will never forget complete with sun, sand, and activities. If you are unsure or have questions, contact us. We are here to help you learn more about a Key West sailing adventure and provide you with the information you need to book your next event. Remember, sailing in Key West isn't just about the wonderful experiences that you have on the water, but the memories that you’ll take with you for the rest of your life.
 
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Why the Florida Keys is your perfect winter vacation spot


May 6, 2020

You might not be considering booking a winter vacation right now, but there really has never been a better time. Being stuck indoors might be getting to you, but booking a vacation will not only give you something to look forward to, but you will have the opportunity to save a lot of money! With travel prices at an all time low, it’s time to book your dream vacation and nowhere is better than the Florida Keys. With a rich history, culture is abundant in this warm tropical paradise.

Rumors have it that not long after Christopher Columbus founded the “new world,” he set sail south to Florida looking for the historic and mystical Fountain of Youth. While he certainly didn’t make this discovery, that we know of, he did discover the Florida Keys in early 1513. While it was discovered this earlier, and written about in his writings, it wasn’t until 1822 that Pirates were chased out of the area and the United States Navy pirate fleet set down roots. 

From then on, settlers began to colonize the area, and it really took off. With its natural beauty and abundant wildlife, the area was a prime location for settlers to put down roots. With groves of key limes, the area began to thrive, paving way for a shark factory. If the term shark factory is new to you, you aren’t alone. Many decades ago shark factories were used to catch, and skin sharks. The shark skin was salted down and sent to New Jersey to be made into leather. While the factory thrived at the time, these factories no longer exist. 

The great location allowed the Florida Keys to thrive as a port cities. Trading quickly became a way of life, and ultimately the city became one of the hot destinations in Florida, until the Great Depression hit. Like many United States cities, the Great Depression hit the Florida Keys hard, and the city went bankrupt. Around this same time, hurricane season was not friendly to the Keys, and the city was in tatters. Federal aid helps the area begin to get on its feet, until World War II hit.  While most of the cities inhabitants were sent to war, the US Navy made the area its submarine base which helped the area thrive once again. 

In 1949, the Florida Keys began harvesting shrimp for the first-time...and this truly put the area on the map. Not only was the shrimp outstanding and highly sought after, it brought viable job prospects for the first time in years. Fast forward to modern day, the Florida Keys sees nearly three million visitors each year.

Lucky for you - the rich history of the Florida Keys and surrounding areas provides a fantastic opportunity for fun and sightseeing. Let’s start with visiting the southernmost point of the continental United States in Ballast Key, Florida. Or perhaps you’d like to tour Hemingway’s home - nestled in a beautiful, historic neighborhood. Want a view from above? Several local companies offer helicopter tours from above - making sightseeing not only easy, but unique and something you will never forget! Perhaps something more adventurous such as parasailing is better for your sightseeing adventures? Sailing in the clouds is a popular tourist attraction, and something that only gets better when you are flying high above the clouds.

Another great spot to visit is Old Town Key West - an up-and-coming neighborhood in the area, and it has a rich and full history that will have you dying to move there. This bicycle tour is the perfect option for those looking for a leisurely ride - a local guide will take you to some of the most beautiful and well-known areas of Old Town Key West, including Ernest Hemingway’s house! Join Key Lime Bike Tours on your next visit to Key West - it’s perfect for a great land excursion. 

Last but not least, renting a Sailing Charter will give you the ultimate freedom in seeing all that the Florida Keys has to offer. Sailing is not only fun, but it gives you a sense of freedom that other activities may not. First, let’s look at the fun aspect. You can spend as much time as you’d like on the water enjoying the beautiful weather of the Florida Keys and enjoying the company of your friends and family. You could even take your sailboat to the location you are wanting to snorkel to most, or just enjoy a swim in the warm waters of the ocean. 

Sailing provides you with nearly unlimited freedom. With traditional vacations you might have to book all of your travel and you are restricted to certain times and destinations. With a sailboat charter, you’re free to go where you want when you want. That includes visiting port cities, experience nature preserves, go swimming, and snorkeling your way through the ocean, and island hop whenever you want. You are truly in control when it comes to renting a sailboat charter. 

Are you dying to visit the Florida Keys now? We are excited to have you! With all of the activities to do in and around the Florida Keys, and the ability to rental a charter, it is the place to be! When you set sail with Calypso Sailing Charters, the waters in and around the area are yours to visit as you like. We are looking forward to seeing you this season! Contact us at Calypso Sailing Charters where we can answer all of our questions, address your concerns, and help you book the vacation of your dreams.
 
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Where you should stay when sailing in Key West


March 11, 2020

So you’ve booked your catamaran charter - but now what? If you aren’t staying on your charter, and need some place to stay you might be frantically looking for a hotel that will give you a fantastic experience. Your catamaran charter rental with Calypso Sailing will make your vacation dreams come true, your vacation rental should not fall short! The beautiful beaches, amazing sunsets, and fun in the sun should extend past your catamaran charter rental and in to the night.

While you have many options available for locations to stay in Key West, here are our top four neighborhoods you should consider staying in: 

Mallory Square
You can’t get a much better location than Mallory Square! If you love to be in the center of the “party,” and enjoy easy access to shops and restaurants you should highly consider a stay at Mallory Square. This area is known for its many restaurants, shops, museums, and even theatres - perfect for a single traveler, young couple, or even family. With so many options your family will never feel bored! What is most amazing about staying in Mallory Square are the views you will take in. The dock directly outside of the area has a beautiful view of the ocean that only intensifies at night with the sunset. Home to the Key West Aquarium, and the Shipwreck Museum, this really has some of the best tourist spots in the area. Also, there are two hotels in the area that are perfect for a stay:
Margaritaville Key West Resort and Spa: Not only does this hotel features some amazing amenities (think state of the art fitness center), it has a beautiful oceanfront view and is right next door to the Key West Aquarium. This hotel is perfect for all ages and all vacation-types. 
Pier House Resort & Spa: Wow. If you are looking for a luxury stay, whether your alone or with your family, Pier House Resort & Spa is the place to go. With a private beach, spa, lavish guest rooms, and a fantastic restaurant on site - this is perfect if you are looking for a relaxing getaway.

Duval Street
Duval Street can easily be considered the main street in Key West. It might be small, but it is certainly mighty! Featuring plenty of bars, restaurants, and even shops, this area is perfect for those looking to experience local eats and unique cocktails. Duval Street is truly one of the perfect spots for families, singles, and even couples looking to get a taste of local Key West flavor. Ripley’s Believe It or Not, the Ernest Hemingway Home and Museum are two other attractions in this area that are perfect for tourism. Now let’s talk about where you can stay:
Douglas House: Douglas House is not great for families, in fact it’s adult only! But if you have fur-babies...bring them along! Douglas House has great amenities and is even a short walk away from local attractions. It’s well worth a visit, as long as you aren’t trying to bring the kiddos. 
Avalon Bed and Breakfast: This charming bed and breakfast is the perfect spot to stay if you are looking for a little beach getaway. Just a ten minute walk from the shoreline, Avalon Bed and Breakfast boasts comfortability, beautiful hardwood floors, and being the perfect place to stay for nearly all travelers. 

Historic District
One of our personal favorites, the Historic District, is filled with beautiful homes, landmarks, and landscaping. The Historic District, named a district by the United States, Nancy Forrester’s Secret Garden and the famous Mile Marker 0. As one of the oldest neighborhoods in the city, Historic District is the perfect location to surround yourself with the beauty of old Key West. Our two favorite hotels are perfect for your vacation stay: 
Old Town Suites: The perfect family-friendly place, Old Town Suites provides guests with an amazing tourism experience. Old Town Suites is the perfect location for those looking to enjoy the pristine Key West beaches and visit the Butterfly and Nature Conservatory. 
Old Town Manor: Looking for another adult only option? Old Town Manor is not only adult only, but this once again is a pet-friendly option for fur babies. The Old Town Manor is the perfect place for travelers to unwind, relax, and soak up the gorgeous scenery that the historic district of Key West has to offer.

Always remember that you are welcome to adjust your sailboat vacation rental and turn it into an overnight option. Staying on your catamaran rental is a unique way to stay connected with the local nature and landscaping, as well as have a truly unforgettable experience!

We can’t wait to see you in Key West! If you have not booked your sailboat vacation, contact us here at Calypso Charters. Our team will help you put together a vacation you will never forget complete with sun, sand, and activities. If you are unsure or have questions, contact us. We are here to help you learn more about a Key West sailing adventure and provide you with the information you need to book your next event. Remember, sailing in Key West isn't just about the wonderful experiences that you have on the water, but the memories that you’ll take with you for the rest of your life.
 
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The best beaches to visit with your Florida Keys charter


February 27, 2020

With years of experience in Key West, Calypso Sailing is your place to go when it comes to catamaran and sailing charters in the Florida Keys. With a diverse number of vessels for all of your needs, you can truly have a one-of-a-kind vacation with your friends and/or family. Our team here is ready to help guide you through your next adventure! As you are looking to book your ultimate vacation to the Florida Keys, you might be wondering...what is the best beach to visit while stopping in the Florida Keys?

Sombrero Beach
One of our favorites is Sombrero Beach, the perfect place to sail to with your catamaran or sailing charter. Sombrero Beach is located in Marathon. While it takes a moment to get there, it does ensure that the beach is more relaxed and perfect for those looking for a calming weekend. The remoteness of Sombrero Beach keeps tourists a far, which ensures you are going to have a great weekend! Lucky for you, there are a few restaurants just a few miles away from Sombrero Beach. You’ll have a few different options, from a sports bar to a beer bar, you’re likely to find something that you enjoy. Don’t forget, you can always pack your snacks and drinks on your catamaran/sailing charter rental. 

Bahia Honda 
This Key West beach, a state park located  right off of Big Pine Key, is one for the books. Bahia Honda, once rated one of the best beaches in America, is home to some of the best snorkeling in the state of Florida, crisp blue water, pristine white sand, and some of the most gorgeous views you could ask for. Despite the beautiful views and snorkeling options, there isn’t much to do, and that includes food. If you are planning to be at Bahia Honda for a few hours, be sure to pack a lunch and plan to lay out on the beach with your friends and family. We also recommend taking some of your favorite beverages - it can get a little warm! Another pro tip, while there is plenty of parking, get there early on the weekends, it can fill up quickly. 

Long Key State Park
Long Key State Park is another gorgeous view, but really what beach isn’t? With the consistent waves and busy beaches this area does tend to be a little busier than some of your other locations. What’s unique about this state park is that it offers plenty of camping options, and is well-known for it’s stellar fishing grounds. Similar to Bahia Honda, Long Key State Park doesn’t have many options in terms of food and drink.

Curry Hammock State Park 
Whew, another state park? The Florida Keys are filled with beautiful state parks, but Curry Hammock State Park might have one of the longest beaches. While Long Key State Park is definitely a great area to camp, Curry Hammock State Park is by far the best. All campsites have modern electrical amenities, meaning you can have power and water. The stunning views of the water are perfect for those who love to kayak, hike, or even sail around the island. Like Sombrero Beach, there are a few local spots you can eat/drink at if you are hungry. As you are looking to get to Curry Hammock State Park, keep an eye out! It can be easy to miss the turn.

Anne’s Beach
Anne’s Beach might be the best option for those looking for a quaint family getaway. This beach is known for it’s calm and clear waters - with almost no waves or rocky waters. The clearness of the water makes it the perfect spot for kids to get acquainted with the ocean, helping to calm their fears. Anne’s Beach is home to several waterfront restaurants, giving you the option to eat on the beach while enjoying the calm ocean views. With plenty of space to explore, be sure to walk further down the beach to see some of the calmer views.

John Pennekamp Coral Reef State Park 
If you are interested in diving or snorkeling, the John Pennekamp Coral Reef State Park is for you! You have the opportunity to dive over some of the most beautiful coral reefs in the country, and if you choose to dive a little deeper you can even explore some old Spanish shipwrecks. If you don’t feel like getting in the water, after you dock your catamaran/sailboat rental hop in a local tour boat with a glass bottom to see the local wildlife and coral reef colonies. Like many of our other beaches, there are some great local restaurants and bars that you can stop at to get your foodie fix! Pro tip - try hiking a little ways down the beach, you’ll find better spots to snorkel and far less people.

Ft. Zackary Taylor State Park
Looking for some local flair? Ft. Zackary Taylor State Park is the place to go for island locals. If you are looking to experience some of the local culture, put this at the top of your visitor list. What’s better, is that the beach is the exact spot where the Atlantic and Gulf meet - turning the ocean a beautiful shade of green/blue. This beach is located near Duval Street, giving you many options for delicious local food and culture. You also have the opportunity to take a tour of the old fort that sits within the state park.

When you set sail with Calypso Sailing Charters, the waters in and around the Florida Keys are yours to visit as you like. Those who visit the Florida Keys return season after season and have the luxury of avoiding overcrowded beaches, congested theme parks and experience the crisp, warm waters of the Florida Keys. We are looking forward to seeing you this season in Key West! Contact us at Calypso Sailing Charters where we can answer all of our questions, address your concerns, and help you book the vacation of your dreams.
 
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The perfect Key West activities for your vacation


January 22, 2020

You’ve booked your sailboat rental, but perhaps you are looking for some additional fun things you can do while in Key West, Florida. From water sports, to relaxation, Key West truly has something for everyone! Take a look at the many options the region has to offer, and join us this fall! 

Snorkeling
Key West is known for its beautiful and crystal blue waters, what better way to experience them then to enjoy some snorkeling in the warm waters. Snorkeling can give you some valuable time to experience and immerse yourself in the local habitat and wildlife - maybe you’ll be able to see more than just a few of the gorgeous local fish.

Rum
This one is certainly an adults-only activity - but it is a unique one! Have you ever wondered how rum is made? Visit Papa’s Pilar Rum distillery to get a behind the scenes look at how rum is made. Papa’s Pilar Rum is the island’s largest distillery and gives visitors the option to participate in a tasting as well! For only $10, it sure does seem worth it.

Ghosts
Do you like a good scare? Or even ghost story? Key West has long been rumored to be an extremely haunted city - making it the perfect location for a late night ghost tour. Sloan’s Key West Ghost Hunt is the perfect night tour to put your ghost-hunting skills to the test.

Sightseeing
Besides experiencing the beauty of all the natural landscape, you have quite a few places that are worth visiting. Let’s start with visiting the southernmost point of the conteinental United States in Ballast Key, Florida. Or perhaps you’d like to tour Hemingway’s home - nestled in a beautiful, historic neighborhood. Want a view from above? Several local companies offer helicopter tours from above - making sightseeing not only easy, but unique and something you will never forget! Perhaps something more adventurous such as parasailing is better for your sightseeing adventures? Sailing in the clouds is a popular tourist attraction, and something that only gets better when you are flying high above the clouds.

Water Sports
Perhaps water sports are more of your thing. Besides snorkeling, there are a number of different water sports you can enjoy while spending you time at Key West. Let’s start with scuba diving. Just 140 feet beneath the surface is the USNS Vandenberg - a ten-story tall scuba diving haven. The only thing to remember is that this might be best for those who are experienced scuba divers, as if you are inexperienced it could be dangerous. Don’t worry though - there are plenty of beautiful sites you can see while scuba diving around Key West. 

If staying above water is more your thing, try researching some local kayaking companies. There are plenty of locally-owned kayaking companies that allow you to enjoy a rental for a few hours. What better location to kayak and enjoy the great outdoors than Key West? You don’t just have to get a kayak, you can get a canoe rental as well. While they aren’t as easy to guide, they do give a slightly higher sense of safety and security. 

And of course...sailing!
Sailing in the Flordia Keys is not only fun, but it gives you a sense of freedom that other activities may not. First, let’s look at the fun aspect. You can spend as much time as you’d like on the water enjoying the beautiful weather of the Florida Keys and enjoying the company of your friends and family. You could even take your sailboat to the location you are wanting to snorkel to most, or just enjoy a swim in the warm waters of the ocean. 

Sailing provides you with nearly unlimited freedom. With traditional vacations you might have to book all of your travel and you are restricted to certain times and destinations. With a sailboat charter, you’re free to go where you want when you want. That includes visiting port cities, experience nature preserves, go swimming, and snorkeling your way through the ocean, and island hop whenever you want. You are truly in control when it comes to renting a sailboat charter. 

Not to toot our own horn, but renting a sailboat charter from Calypso Charters also makes dining while on your sailboat rental easy! Our chartered catamaran comes with an option for provisioned dining, meaning you can choose to have a pre-stocked grocery list before you even leave the bay. Your catamaran will come stocked with your favorite foods, the best ingredients for your recipes, and your children’s favorite snacks.

We can’t wait to see you in Key West! If you have not booked your sailboat vacation, contact us here at Calypso Charters. Our team will help you put together a vacation you will never forget complete with sun, sand, and activities. If you are unsure or have questions, contact us. We are here to help you learn more about a Key West sailing adventure and provide you with the information you need to book your next event. Remember, sailing in Key West isn't just about the wonderful experiences that you have on the water, but the memories that you’ll take with you for the rest of your life.
 
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