Let's go sailing! If you are interested in cruising Miami, Bahamas, The Keys, Dry Tortugas or CUBA... look no further. Enjoy a unique luxury experience aboard S/V Calypso, and wake up every morning on the water. Upgrade to our All-inclusive package and get the most out your Sailing Adventure. With a full time Captain, Crew and Chef onboard, this will surely be an unforgettable get away. We also offer Day Snorkel Sails in addition to our overnight charter sailing excursions.
4 Cabins, 4 private Heads/Bathrooms, 4 Queen and 2 Singles
3 Cabins available for Charter, One is for Crew
2016 Refit all new Bathroom fixtures and electric no pump toilets and everything else.
2016 Clear bottom dinghy with propane 9.9hp engine
***Pricing in Rates Section of this VRBO page is based upon occupied staterooms for stay-aboard experience VRBO and Homeaway quotes are based on 3 occupied staterooms. We try to keep our rates reasonable for couples as well as larger groups. Please ask for SPECIAL rates if your party will occupy only 1 OR 2 staterooms. We never mix groups.
S/V Calypso is located at the brand new Oceans Edge Resort and Marina. Luxury accommodations available for Hotel stay prior to your sailing adventure or book your stay for when you return from your overnight trip on S/V Calypso.
Your sailing adventure starts here!!! Charter this pristine and luxurious 42' foot Catamaran for up to 6 guests (Captain & crew make a total of 8 aboard). See the Fee Section on Rates page for charter rates. This sailing yacht is specially equipped with all the amenities of a Luxury Hotel to make your sailing experience comfortable and stately. All berths are made to feel like a first class cabin. Luxurious linens and towels and L'Occitane bath amenities are provided. Each berth has a brand new queen size bed. Each berth has its own private bath with high end faucets and hardware and oversize toilets. You will always be comfortable with air conditioning and hot water on demand. A well appointed kitchen/Galley is ready for gourmet meals and fine dining. Dine in the spacious saloon with a 32 inch TV or move outside for dining in the cockpit and enjoy the view. This is no ordinary sailboat. This is your floating high end hotel.
You can also charter S/V Calypso out for the day to the reef, take in one of Key West's famous sunsets, or charter her to Fort Jefferson in the Dry Tortugas, up to Marathon or even up to Miami. We are now taking Reservations for week long trips to CUBA. Stay in luxury aboard Calypso while in Havana at the Hemingway Marina. Lot's of information and recommendations for fantastic paladars (privately run restaurants) are waiting for you. Google "Summerallthetime Sailing Co" for more info.
There are many events that go on in Key West. Can we suggest an event that you won't forget? We'll use our local experiences to make your stay and event all that you want it to be!
Captain Jon has over 20 years of yachting experience combined with another 15 years in the 4 and 5 diamond hospitality industry (5 star Swiss hotels and 4 Diamond resorts in Hawaii). This perfect combination of experience means you can have the peace of mind of having a qualified Captain to take you to your destinations along with someone who knows how to make your guest experience first class. From cocktails at sunset with a seafood extravaganza to a morning scuba dive at a top rated ship wreck, Captain Jon will guarantee that your charter experience will be unlike any other.
S/V Calypso has all your needs met. Premium snorkel equipment is available. A Stand Up Paddle board. Fishing gear. Not anxious to get in the water? No worries, Calypso's dingy has a glass bottom for fish viewing propelled by eco-friendly propane 9.9hp engine.
Captain Jon's main priority is your safety (and having an amazingly fun experience is right behind that priority). He has made sure Calypso exceeds all U.S. Coast Guard Safety Requirements. Calypso has a 2016 Viking 10 person Safety raft; 2016 marine rated fire extinguisher system; state of the art navigation and communication system; 2016 U.S. Coast Guard certified life jackets made in Italy; and many other safety items to make your journey safe and properly prepared for any situation.
Tipping your Crew:
It is customary to TIP the crew 15-20% of the total cost of your trip. This gratuity can be given at the end of your stay or by request can be added to the total cost and paid at the time of full payment. For trips of 3 or more days, gratuity is automatically added and paid at the time of full payment.
Keywords: luxury, yacht, Dry Tortugas, Cuba, sailing catamaran, Marina Hemingway, Ft. Jefferson, Looe Key Reef, Little Palm Island, Bahia Honda State Park, Marathon and Boot Key, The Marquesas, Florida Keys, sailing
We offer day snorkel includes Lunch and beverages
Sunset wine tasting
Overnight proposal dinners
Day Charter Rates
$1,300 3 hr day snorkel sail
$1,500 5 hr day snorkel sail
$1,300 3 hr Sunset Sail
for up to 6 people
Member since January 2016
Summerallthetime Sailing Co. is an Elite Chartering Company started by two mariners experienced in the Luxury Yachting Industry. After many years of working for some of the most prestigious Luxury Yachts... they decided to purchase a boat of their own and are eager to provide a unique experince aboard their 42' Leopard, Sailing Vessel CALYPSO. This Luxury Catamaran is crewed by a team of two well experienced individuals that literally live to show anyone a good time. They pride themselves in providing the most excellent services but more importantly always put safety first. We can't wait for you to meet Calypso's crew and look forward to having you aboard!See full profile
Usually this boat operates around Key West, FL.
Florida Keys is the boating paradise waiting to be discovered on board of Sailo’s top Key West sailing charters. From the many Key West attractions by boat, our favorites are snorkeling the reefs and mysterious shipwrecks, or Dry Tortugas fishing in crystal clear, turquoise waters. At the end of a long day on your yacht charter in Key West, treat yourself with the perfect sunset cruise and take away memories for a lifetime.More about Key West, FL