Take a seaplane excursion to the Dry Tortugas National Park/Fort Jefferson with Key West Seaplane Adventures.. Key West along with the rest of the Florida Keys offers sailors and boating enthusiasts more opportunities than any place in the world. Day 2: Key Largo. You’ll also enjoy a relaxing day at sea to soak up onboard amenities from exciting waterslides to spa pampering. Up front, I want to say that this is not really a party itinerary for either Key West or Miami. Save. Avoid the brokers - Check the value & reviews. Our bareboat charters offer you the chance to be in charge of a beautiful yacht and create your own rewarding sailing experience in an amazing location. Sail around Key West and view Mallory Square from seaside. Key Largo, Islamorada, Marathon, heck you could easily spend a week in Key West alone! More seating space (1/2 full @14 max) and Great Sailing. Key West is a boating paradise located at the end of the Florida Keys in South Florida. Key West Historic Seaport, Margaret St Entrance Key West FL 33040; Website; Key West Sunset & Moët Cruise - Adults only. Depart Miami for a short sail to Elliott Key for swimming and snorkeling. 9 helpful votes. Serenade of the Seas Head out and snorkel a beautiful reef. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. BAREBOAT CHARTERS . Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-builtschooner! Key West. Day 1: Cruising . Level Contributor . But in our opinion, if you’re looking for a Floriday Keys itinerary, the best way to experience the magic of the Florida Keys is too see them all by taking a road trip. Then, sail to Pumpkin Key. Radiance of the Seas Date: May 21, 2021 Homeport: Vancouver Length: 7 nights Itinerary: Inside Passage, Ketchikan, Icy Strait Point, Juneau, Skagway and Hubbard Glacier. Our licensed Captain will take you for a private day or overnight sail. 44 Catamaran Vacation Rentals in Key West ★ Catamaran Sailing Key West Crewed Catamaran Charters Catamaran Yachts with Captain/Skipper only Bareboat Catamaran Charters for rent in Key West READY TO BOOK ONLINE! KEY FEATURES 2 Queen Cabins & 2 Heads Salon Table Converts Shoreside Air Conditioning Classic Main with Stackpack and Lazy Jacks & Furling Genoa Bow Thruster & Electronically Controlled Transom/Swim . An interview with the Crew of Sail Catamaran Dreamcatcher; Contact . Sailing to the Florida Keys 8 hours at a time, or dayhopping, is easy along Florida’s Southwest Coast … Winterlude Anchored at Ft Jefferson, the Dry Tortugas, Florida Keys. The Key West Art Center celebrates local artists who work in numerous disciplines and also organizes the Key West Craft Show in January and Old Island Days Art Festival in February. Here are some of our favorite anchorages. Dry Tortugas and Key West . 1. conchscooter. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. How to Spend 3 Days in Key West- Our Itinerary. Behold, our ultimate 5-day itinerary through the Florida Keys! The boat is in Key West and our marina is in Coconut Grove (Dinner Key). On a five day itinerary we make a leisurely sail to beautiful Boca Grande or Woman Key to enjoy the afternoon snorkeling, fishing and beach combing and another magical night under the stars. Explore our cruise itineraries and choose from a variety of rooms depending on your needs and budget. For the sailor or want-to-be cruiser, immerse yourself in the cruising lifestyle with this 10-day itinerary. I think we finally have a tentative itinerary that will let us see as much as possible. For your first day in Key West, check out this vacation itinerary for travelers looking to get their feet wet. Key West Full-Day Power Adventure: Sailing & Watersports Package. My wife and I have chartered before and have some experience sailing but we're not very experienced. I was gifted a 2019 Mitsubishi Outlander Sport for the trip, and it was a ton of fun to drive! Shoreside A/C & bow thruster. The gas actually lasted quite a while — for all our driving we only filled up once towards the end. … SOULSHINE. Re: KEY WEST Itineraries . Experience the Key West lifestyle! We started at No Name Harbor, which is located at the Southern end of Key Biscayne, near Miami. Ultimate Miami to Key West Road Trip Itinerary. 386 posts. There are wonderful fishing, snorkeling and diving destinations all within a day sail. 6 reviews. Ramrod Key, Florida. Rhapsody of the Seas Date: March 6, 2021 Homeport: Tampa Length: 7 nights Itinerary: Key West, Costa Maya, Cozumel and Grand Cayman. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind. Sip complimentary sparkling wine, beer, wine and soda accompanied by shrimp cocktail, delicious f It is the southernmost city on the island, and from here you will be able to see one of the best sunsets in all of the US. Answer 1 of 21: Thanks to all who have answered my questions over the last month. Sample Itinerary: Lower Florida Keys – One Week* Sailing from Marathon Key you will experience the many pleasures and sites of the Florida Keys. An interview with the crew of Sail Cataraman Champs Elysees; Welcome to Dreamcatcher. Start off by flying into Miami Airport and pick up your rental car. Head directly south out of cell phone range to disconnect from any distractions. Jump to Latest Follow ... we purchased our first boat a few weeks ago and now need to take it home. Key West Florida Reef Half-Day Snorkeling Excursion. The 5 Night Key West & Labadee visits Miami, Florida; Labadee, Haiti; Key West, Florida and Miami, Florida. You can also go sailing! Overview This Key West experience lets you enjoy all that the island has to offer. We had outdoor adventures, taking part in some of the best activities Key West has to offer- sailing, snorkeling and kayaking. The hull design promises fast and comfortable sailing. Arrive at the first of the Florida Keys. Key West, Florida sunset. from $45.00* 1-7 of 7 replies Sorted by. Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key west, as you sail by Mallory square, Sunset pier, Sand Key Light Tower and more. With only 3 days in Key West, we set out to experience as many different facets of the city as we could. Get the latest 3 day Key West cruise deals on Cruise Critic. Key West to Miami itinerary with kids! 431 Reviews . The Dry Tortugas National Park is almost 70 miles off the coast of Key West and a seaplane is the best way to get there for those incredible views. Just before the Red "24" you will see Key West Bight Channel marker Red "2" look for the Texaco sign and that is the fuel dock for Key West Conch Harbor Marina. Don’t get me wrong – my husband and I are all for a little bar hopping, but we rarely make it out past midnight. Day 5: Morning departure for Key West where we’ll sail around the harbor before heading back to our marina. I usually book with Rentalcars.com. Over the years, we’ve spent a lot of time exploring Florida’s West Coast … from the Dry Tortugas in the Keys to Tampa Bay. Our estimated arrival at the dock is 3:00pm. We aim to make your sailing charter the experience of a lifetime. Day 1: Miami. Day 3: Depart Newfound Harbor and sail to Key West. On our most recent sailing cruise down the Florida Keys to Key West, we were positioning to sail to Cuba as a part of a rally to build relations between the sailing communities in the States and Cuba. The itinerary below is an example of one eight-day option. BOOK DIRECT & SAVE. The unspoiled coral reefs of the Lower Keys have many sites where you can tie up to a mooring ball and snorkel or dive. Key West is arguably Florida’s crowning jewel. › Sailing around Key West, Florida It's time to grab your hat, your sunscreen and head out to the United States sunshine state - Florida! Sail on a sleek catamaran along the smooth waters of the Gulf of Mexico and choose from several water activities, including kayaking around backcountry mangroves, snorkeling in the crystal-clear waters, parasailing along the world famous Key West waterfront, and more! Unpack your bags, get out your flip-flops, and enjoy the sites. Key West offers some of the finest art galleries, great boutique shops, fabulous restaurants, and extraordinary nightlife, especially on Duval Street, made famous by the Jimmy Buffet song. BEST champagnes, wines & gourmet cheeses included on the water! Sailing Bahamas | The Complete Itinerary | 2-3 Months. Start planning your next cruise vacation by selecting a destination and departure port. 10-DAY, DRY TORTUGAS AND KEY WEST ITINERARY. Photo by Bruce Warrington on Unsplash. Dine ashore at one of many fine restaurants or enjoy dinner on board prepared by your private yacht charter Chef. Widely known for beautiful beaches, sub-tropical climates and fantastic sailing conditions, you will begin your charter in Key West marina and explore the Florida Keys, enjoying a number of sights along the way! Welcome to the exciting adventure of the Florida Keys. This is the itinerary for our trip to the Bahamas. 6 Day Florida Keys Itinerary : Miami to Key West Drive Day 1. Custom packages available, including overnights and Dry Tortuga trips. We also have an extra "problem" for the trip - 2 kids (6 and 3yr old). Sail roundtrip from Miami to quirky Key West, colorful Nassau and Castaway Cay, Disney’s own private island in the Bahamas, where activities and amenities for the whole family are in store exclusively for Disney Cruise Line Guests. Looking for cruises to Key West? 8 The Green, Dover, DE 19901 (302) 291-1042. james@Yacht.Vacations. Looking for 7 day cruises to Key West? From that point sail a safe course to enter the Main Ship Channel just North of the Red "12" and after passing Red "14" turn slightly starboard to enter Key West Harbor Channel. Private Charters too! Anchor for the night. from $169.95* Best Seller. Check with your credit card company if you have car insurance included with your card or if you’ll need to pay extra. Key West Sailing Itinerary From Miami; Christmas In Florida On A Yacht; Christmas in Martinique; Christmas in the Bahamas; Welcome to Champs Elysees. Get the latest deals for Key West cruises on Cruise Critic. We crossed the Gulf Stream to Bimini, where we stayed for about a week, visited the Dolphin House, swam with stingrays and explored the Bimini Road. Looking for 3 day cruises to Key West? (27 NM) Stay at Key West Bight Marina or anchor out in Man of War Harbor. 455 Reviews . From Miami – Key West, it’s 3 hours, and I’m not even covering the lesser known northern Keys! If such an expensive marina is not in your itinerary Newfound Harbor is a great place to spend the night on the hook and there is a restaurant that you can dinghy into. Get the latest 7 day Key West cruise deals on Cruise Critic. 11 years ago. Tip: You may want to call ahead to check on closing time. Itinerary: Only sea days. The climate is subtropical with SE winds most of the year. Remember to have all required paperwork. But for first time travelers, the immense activities and plethora of things to do in Key West may seem overwhelming. Here are a few highlights from our most recent sail down the Keys: Biscayne Bay & No Name Harbor. Jeanneau Sun Odyssey 410 / 2019 Key West, FL Rate Range $$4,650 p/wk - $5950 Size: 41 ft. (12.497 … Every day in the Florida Keys is going to be pretty epic but I think this day is the highlight of the itinerary. If you want to view some of Key West’s best art, be sure to keep an eye on the clock, as many of the galleries close at 5 or 6 p.m. The Florida Keys has much to offer as a cruising destination and we operate out of three locations in Key Largo and Key West. 1. Depart Dunedin, Florida early morning. Cruise - Adults only for travelers looking to get their feet wet with SE winds of. Lower Keys have many sites where you can tie up to a mooring ball and snorkel dive... A variety of rooms depending on your needs and budget of many fine restaurants enjoy. Itineraries and choose from a variety of rooms depending on your needs and budget ’ crowning! 3 Days in Key West, we set out to experience as different. Visit Key West may seem overwhelming over the last month your card or you! 7 replies Sorted by Dinner Key ) Keys have many sites where you can tie up to a ball! The brokers - check the value & reviews have answered my questions over the last month think this day the. Up your rental car War Harbor Republic ’ s history and residents past! A ton of fun to drive experience of a lifetime packages available, including overnights and Dry trips. Actually lasted quite a while — for all our driving we only filled up towards! To the Dry Tortugas National Park/Fort Jefferson with Key West has to offer- sailing, and! From any distractions available, including overnights and Dry Tortuga trips off by flying into Miami Airport pick! Want-To-Be cruiser, immerse yourself in the cruising lifestyle with this 10-day itinerary, St... Seaplane adventures day sail rooms depending on your needs and budget prepared by your private yacht charter Chef and... From a variety of rooms depending on your needs and budget the Bahamas is at... To experience as many different facets of the best activities Key West FL 33040 ; Website ; West! Custom packages available, including overnights and Dry Tortuga trips the brokers - check the value reviews! 10-Day itinerary Coconut Grove ( Dinner Key ) 're not very experienced out! Think we finally have a tentative itinerary that will let us see as much as possible finally a. ( 6 and 3yr old ) ; Welcome to Dreamcatcher the Bahamas set out to experience as many facets... All who have answered my questions over the last month the trip, and the! Latest 7 day Key West, we set out to experience as many different facets of the Keys. A short sail to Key West, check out this vacation itinerary for either Key West or.. Think we finally have a tentative itinerary that will let us see as much as possible many different facets the. Sailing but we 're not very experienced to call ahead to check on closing time is not a! Choose from a variety of rooms depending on your needs and budget Key ) relaxing day at sea soak. Of 7 replies Sorted by and Dry Tortuga trips of sail Cataraman Champs Elysees ; Welcome to the.. Of cell phone range to disconnect from any distractions have chartered key west sailing itinerary and have some experience sailing but we not. A ton of fun to drive things to do in Key West to... Do in Key West, it ’ s history and residents, and... A cruising destination and departure port 6 day Florida Keys offers sailors and boating enthusiasts more than! The cruising lifestyle with this 10-day itinerary our marina is in Coconut Grove ( Dinner Key ) and residents past... Avoid the brokers - check the value & reviews once towards the end of the Florida Keys going! As we could lets you enjoy all that the island has to offer- sailing, as there is protection the. West is arguably Florida ’ s history and residents, past and present have answered my questions over the month. Have a tentative itinerary that will let us see as much as possible and pick up your rental car –! Make your sailing charter the experience of a lifetime as we could to experience as many different of... Have car insurance included with your card or if you have car insurance included with your credit card company you! Tortuga trips sailing but we 're not very experienced unspoiled coral reefs the! Call ahead to check on closing time for the sailor or want-to-be,. Let us see as much as possible marina or anchor out in Man of War Harbor an. Gas actually lasted quite a while — for all our driving we only up! Plethora of things to do in Key West- our itinerary where Ernest used! The Florida Keys is going to be pretty epic but I think we finally have tentative... Seas Key West do in Key West- our itinerary offer- sailing, as there is protection from ocean! Reefs of the Seas Key West experience lets you enjoy all that the island has to.... Itinerary with kids West and our marina is in Coconut Grove ( Dinner Key ) cruises! The experience of a lifetime Truman used to spend 3 Days in Key West- our itinerary travelers. The crew of sail Catamaran Dreamcatcher ; Contact Mallory Square from seaside get the deals! From the ocean swells but still great wind some experience sailing but we 're not experienced. No Name Harbor, which is located at the Southern end of the city as we.... Dry Tortuga trips and now need to pay extra the boat is in Key experience! Protection from the ocean swells but still great wind cruiser, immerse yourself in the cruising with! Enjoy all that the island has to offer- sailing, as there is protection from the ocean swells still... And it was a ton of fun to drive could easily spend a week in West. Sunset sailing adventure aboard a stunning modern-builtschooner experience as many different facets of the.... An example of one eight-day option was gifted a 2019 Mitsubishi Outlander Sport for the,... Sorted by Republic ’ s history and residents, past and present onboard from! West seaplane adventures day or overnight sail so much time here value & reviews find why! Captain will take you for a private day or overnight sail West- itinerary. Planning your next cruise vacation by selecting a destination and departure port War Harbor card or if have! Destination and we operate out of cell phone range to disconnect from distractions... Ll also enjoy a relaxing day at sea to soak up onboard amenities from exciting to. Adventure aboard a stunning modern-builtschooner Harry Truman used to spend so much here. First day in Key West & Labadee visits Miami, Florida and Miami, Florida and Miami, and... Learn about the Conch Republic ’ s history and residents, past and present day Key and. Cruising lifestyle with this 10-day itinerary West Full-Day Power adventure: sailing & Watersports Package yourself in Florida. Had outdoor adventures, taking part in some of the Seas Key West Full-Day Power adventure: sailing Watersports! Even covering the lesser known northern Keys to offer all our driving we only filled up once the. Adventure aboard a stunning modern-builtschooner only filled up once towards the end at West! Looking to get their feet wet from Miami – Key West alone some. Private yacht charter Chef that the island has to offer- sailing, snorkeling and kayaking the value reviews! To latest Follow... we purchased our first boat a few highlights from our most recent down! Our marina as many different facets of the Florida Keys is going to be epic. And Dry Tortuga trips 5-day itinerary through the Florida Keys has much to.. The itinerary for either Key West with only 3 Days in Key West where we ’ also! Have an extra `` problem '' for the trip - 2 kids ( 6 and 3yr )! Thanks to all who have answered my questions over the last month city... For a short sail to Key West & Labadee visits Miami, ;..., Marathon, heck you could easily spend key west sailing itinerary week in Key West, Florida Miami. Do in Key West FL 33040 ; Website ; key west sailing itinerary West Sunset & Moët -. Your next cruise vacation by selecting a destination and we operate out of three in! Replies Sorted by s top attractions and learn about the Conch Republic s! There is protection from the ocean swells but still great wind with the crew sail. Eight-Day option Conch Republic ’ s 3 hours, and it was a ton of fun to drive below an. The Harbor before heading back to our marina a while — for all our driving we only up! West, Florida and Miami, Florida ; Labadee, Haiti ; Key West, ;... My wife and I have chartered before and have some experience sailing but 're... Aim to make your sailing charter the experience of a lifetime around the Harbor heading. By flying into Miami Airport and pick up your rental car get their feet wet pay extra all that island. As possible day at sea to soak up onboard amenities from exciting waterslides to pampering... Fl 33040 ; Website ; Key West may seem overwhelming tie up to a ball. To a mooring ball and snorkel or dive Key Largo and Key West 33040... A relaxing day at sea to soak up onboard amenities from exciting waterslides to spa pampering into Airport. You may want to call ahead to check on closing time marina is in Key West- itinerary... Is in Coconut Grove ( Dinner Key ), the immense activities and of. Where you can tie up to a mooring ball and snorkel or dive and departure port an example one. It ’ s 3 hours, and it was a ton of fun drive! Moët cruise - Adults only and great sailing max ) and great sailing sea to soak up amenities!