our sailing experiences

Sailing Day - 3 to 12 hour private excursions (up to 6 guests)

Embark on the ultimate sailing adventure with Destino Charters as we take you sailing on Biscayne Bay and beyond. We asked ChatGPT for ‘best places to sail year-round next to a big city’, and guess what! Miami came in first, ahead of San Diego, CA; Sydney, Australia; Barcelona, Spain; Dubai, UAE and Cape Town, South Africa. Its geographical protection, warm waters, consistent wings and low depth overall make the Miami Coastline the perfect place to sail in comfort and safety, without taking away non of the exhilaration and fun.

Sail across the bay to the west entrance of Biscayne Channel and the iconic Stiltsville, where charming houses stand atop the shimmering shallows. With more time (at least 5 hours) , we can venture outside the bay, were we will stop and dive into the crystal-clear depths to explore vibrant reefs or intriguing shipwrecks, discovering the vibrant marine life that calls these waters home (weather and sea conditions permitting).

On a 6 to 8 hour excursion, we will circumnavigate Key Biscayne, cruising past Fisher Island and onto dazzling South Beach, and returning via the impressive Government Cut Channel, where, depending on the ship activity, we will pass in front of the Port of Miami cargo or cruises side and facing the sophisticated Downtown Miami waterfront.

Join us for a day and night you'll treasure forever, as we navigate these pristine waters and guide you through the captivating beauty of Miami's natural spots and sophisticated waterfront. This is more than a trip; it's an odyssey filled with wonder, relaxation, and the joy of exploring Miami's coastal treasures. Book now with Destino Charters and make memories that will last a lifetime.

The Captain will recommend the best itinerary based on the weather and water conditions of the day and your group priorities.

Prices? click on Book Now

Multi day sailing excursions - 2 to 9 days private charter (up to 4 guests)

Do you like to venture further and stay off the beaten path and out of your comfort zone? This is one adventure packed experience we have for you! (you might need a vacation after this one ;-). From 2 days and one night from Miami to North Key largo sailing the length of Biscayne Bay, to a 9 days and 8 nights full of fun, sports, relaxation and 300+ Nautical miles of beauty, we have experiences that will shake your core.

This is how a 5 day/ 5 nights Miami to Key West looks like:

We will meet at the marina in Miami at 0900 to get underway. Dependent on weather conditions and forecast, tides, gulfstream strength and most importantly wind direction and speed, the Captain will decide if to stay on the bay or out on Hawk channel on the way down to Key Largo, our first stop. If staying on the bay on Day 1, this would be our itinerary (more or less, as the beauty of sailing is to connect with Nature and take the best of what she dictates):

Day 1: 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 unwind and prepare a nice dinner. We might even go to bed early. Alternatively, we might decide to keep on sailing down, propelled by our zero footprint engine, without stopping in Elliot Key. The itinerary is a reference, but not a set agenda.

Day 2: 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. Carysfort, Christ of the Deep, Grecian Rocks are some of the snorkeling options on the menu. 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.

Day 3 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 and Alligator Reef by noon. We should arrive at the marina around 1800 (6PM) for a nice hot shower and get ready to hit some cool dive bars.

Day 4: 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 and after a short sail 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. We should arrive early enough to take a walk around the park and it’s beautiful views from the old bridge and shower before dinner.

Day 5: We will start the day with a paddleboard around, maybe take another shower before we start our sail into Key West. We will stop at a shipwreck and two reefs along the way if the energy allows. 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!

We will part ways the following morning around 9AM, unless you want more and decide to extend your adventure and come back with us to Miami.

Day Sail Inclusions and Add ONs:

Inclusions:

• Our vessel, a stylish 40 foot Beneteau sailboat built in 1996 and a classic in its own right, that can accommodate up to 6 passengers and 1 crew comfortably;

• Private Charter: We will design the experience based on your preferences, our sailing expertise and what weather dictates;

• Cooler with ice, water, towels, toilet, outdoor shower, comfortable saloon, 2 twin bed cabins, full kitchen; Snorkeling gear, floaties, low folding chairs;

• US Coast Guard certified, experienced, and fun Captains fluent in English and Spanish and conversant in French and Portuguese.

Optional (add-ons):

• The Swing: ($100 per group)

• Paddleboards ($45/each) / Paddleboard lessons ($40/group): Want to learn to paddle board? or do you know and want to go for a ride while out there? no problem! just let us know; A great way to work out while you play and wonder around, paddle-boarding promotes balance and superb core strength with a sense of freedom, gliding over the water with the best view of the underworld;

• Snorkeling Gear: ($20/set)

• Action Cameras and Media Package ($100)

• Yummy food: Appetizers ($35/pp) or Three Course Meals (starting at $45/pp). Some options include a loaded charcuterie board or empanadas; gazpacho + grilled beef, fish or chicken + dessert; charcuterie board + ceviche + dessert. Inquire about our current menu options;

• Gratuities: Price does not include customary gratuity of 15% - 22% for captain and crew, upon completion of the cruise, if you consider the experience was above and beyond expectations

multi day sail inclusions and extras

Inclusions:

• Our vessel, a stylish 40 foot Beneteau sailboat built in 1996 and a classic in the industry, that can accommodate up to 4 passengers comfortably, and up to 6 close friends + crew;

• Private Charter: We will design the experience based on your preferences, our sailing expertise and what weather dictates;

• Fridge/Freezer, water, towels, toilet, outdoor and indoor showers (no hot water), comfortable saloon, 2 Full bed cabins, full kitchen;

• All the add-ons for a day sail are complementary on Multi day sail trips.

• One night at a Marina, which includes a pool area, BBQ, hot showers and access to restaurants and bars;

• US Coast Guard certified, experienced and fun Captains fluent in English and Spanish and conversant in French and Portuguese.

NOT included but required:

• Meals:

  • 2 Days/1 Night: Lunch for the 2 days; Breakfast on day 2; Dinner on day 1. Snacks. Cost: $190/pp

  • 3 Days/2 Nights: Lunch for the 3 days; Breakfast on days 2 and 3; Dinner on days 1 and 2. Snacks. Cost: $230/pp

  • 4 Days/3 Nights: Lunch for the 4 days; Breakfast on days 2, 3 and 4; Dinner on days 1,2 and 3. Snacks. Cost: $330/pp

  • 5 Days/5 Nights: Lunch for the 5 days; Breakfast on days 2, 3, 4 and 5; Dinner on days 1, 2, 3 and 4. Snacks. Cost: $430/pp

  • 5 Days/5 Nights: Lunch for the 8 days; Breakfast on days 2 through 9; Dinner on days 1 to 4, then days 6, 7 and 8. Snacks. Cost: $750/pp

OPTIONAL:

• Nights at a Marina, with access to shore power (will allow us to run the A/C on the boat), hot showers and may include pool area, BBQ and access to restaurants and bars; ~$200/night

• Gratuities: Price does not include customary gratuity for captain and crew, upon completion of the cruise, if you consider the experience was above and beyond expectations

Price Published above is for up to 4 guests in the private overnight charter group. Up to two additional guests might be considered under particular circumstances and for an additional fee of $200 per guest, per day.