Let's go Sailing!
Experience South Florida aboard one of Destino Charters Beneteau stylish vessels in the company of experienced, but mostly fun, well traveled, passionate captains.
A Private Sailing tour aboard Destino Charters vessels from Miami to Key West is a unique experience. Sailing is a magical way to travel. It is quiet, calm, introspective and fun. Marine life abounds along the way, and it is not unusual to spot dolphins, rays, turtles and other sea life. We know the area well and will take you off the beaten path for an experience of a lifetime! You will not only snorkel on the best reef spots in Florida. We will also take you paddle boarding to explore further and to get up close with nature. And we will also point you or come along dive bar hopping, to enjoy the vibe that is so particular to the Florida Keys.
Private Sailing Adventure from Miami to Key West: Explore Nature & Dive Bars
About This Tour
Inclusions
- Safety equipment approved by the US Coast Guard
Sailing Aboard our Stylish 40' Beneteau
Stand Up Paddle Boards
Use of Snorkelling equipment
US COAST GUARD CERTIFIED CAPTAIN and First Mate
Marina fees
Exclusions
- Gratuity (15%-20%) is not included but highly appreciated
Tour Plan
Itinerary
We will depart by 9AM, heading south on the bay.
We will stop for lunch along the way around 1300, probably by Elliot Key. After taking some time to relax and maybe a swim, snorkel or just take a nap on our ‘big crib’, we will resume our expedition, aiming to reach Pumpkin Key by 1800.
We will find an anchorage and spend our first night, dining and resting for what is to come.
Overnight aboard
After a nice breakfast with freshly baked bread, scrambled eggs with chorizo and brewed coffee, we will leave the bay to head to some wonderful coral reefs.
We will arrive by noon, for perfect light and to avoid crowds. This reef is the Captain's favorite and it is not unusual to spot parrotfish, barracudas, stingrays, sharks and turtles.
This is another amazing snorkeling spot and a landmark in the area.
We could paddleboard at some point along the way, or just relax, sunbathing on deck. Lunch will be served. In the late afternoon, we would head down to spend the night at anchor by Tavernier.
We will spend the night at an anchorage, where we will have dinner.
Overnight aboard
has lots of fun in store. We will start the day with some reconnaissance paddle board ride around the area where we spent the night at anchor, then begin our sail from Tavernier to Marathon.
We will stop to snorkel at Conch Reef early morning
Snorkel at Alligator Reef early afternoon.
We should arrive at the marina around 1800 (6PM) for a nice hot shower and get ready to hit some cool dive bars.
At the marina, with access to showers, pool, restaurants and bars nearby. Renting a room at a hotel is an option (+$)
Some paddleboarding around the marina is in order to start our 4th day of sailing adventure.
Breakfast will be ready upon our crew's return to ship. We will weigh anchor and get underway.
We will be back underwater to explore another wonderful South Florida Reef, have some lunch, sail and snorkel some more to then reach our destination for the night, Bahia Honda State Park.
More snorkeling if we feel like it!
We should arrive early enough to take a walk around the park and it’s beautiful views from the old bridge. Sunsets are spectacular! We will then enjoy a nice shower before dinner.
Sleep aboard, showers and bathrooms available at the park
We will start the day with a paddleboard around, maybe take another shower before we start our sail into Key West.
Yes, more snorkeling!
We will stop at a shipwreck and two reefs along the way if the force is still with us. The Captain will most likely insist as the beauty of the reefs along the way is worth the extra effort. We would time our arrival to catch the splendid Key West sunset. This is our last night together so we will make it count, heading to some cool dive bars and a restaurant!
Sleep aboard is included, on a slip at the marina. Staying at hotel is optional ($). Bathrooms, pool available at marina
Meeting / Pickup
Know Before You Go
- Animals or pets allowed
- Public transportation nearby
Please Note
- Infants must not sit on laps
- Infant seats unavailable
- Not recommended for people with back problems
- Not recommended for people with heart conditions
- Not stroller accessible
- Not wheelchair accessible
- Option 1 Optional meal services!: Please call us to accommodate your special desires +1-305 987 5744. Option 2 Water and ice included. But feel free to ask for something more filling, +1 305 987 5744.
Cancellation Policy
- We will charge a cancellation fee of 100% if booking is cancelled 7 days or less before the event
- We will charge a cancellation fee of 75% if booking is cancelled 14 days or less before the event
- We will charge a cancellation fee of 50% if booking is cancelled 23 days or less before the event
Reviews
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3 Comments
4.8
I set sail on a private adventure from Miami in United States, eager to explore the breathtaking natural beauty and quirky dive bars. Each day was filled with stunning views and opportunities to dive into the warm waters, though some of the bar stops felt a bit rushed. I particularly loved the fresh seafood I enjoyed at a local spot in Key West, where the atmosphere was as vibrant as the dishes. While the sailing itself was peaceful and the crew was friendly, I wish there had been more time to roam around the islands. Overall, it was a memorable trip that balanced relaxation and exploration beautifully.
4.8
We appreciated the chance to unwind on the water while discovering hidden gems along our journey. The cozy accommodations were a pleasant surprise, providing a perfect base for our explorations. However, a couple of the planned stops felt a bit rushed, leaving us wanting to linger more at the local dive bars we found.
4.8
Exploring the vibrant bars and stunning nature along the way was a highlight of my private sailing adventure from Miami to Key West. Although the food was delicious, I wished for a bit more variety during the meals, but the overall experience was unforgettable.