Private Sailing on the Miami Bay - Biscayne Bay
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 76 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Sailing on the Miami Bay - Biscayne Bay worth booking?
Private Sailing on the Miami Bay - Biscayne Bay is a 4-hour experience in Miami, United States, from $175 per person. It scores 76 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.9/5 rating across 76 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 76 / 100
- Rating
- 4.9/5 (76)
- Duration
- 4 hours
- From
- $175 per person
Let's go Sailing! Experience Miami's Biscayne Bay 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
What you get
About this experience
Let's go Sailing! Experience Miami's Biscayne Bay 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 on the Miami Bay (called Biscayne Bay) is a unique experience. The perfect combination of unobstructed oceanic winds and lake like shoals makes this the perfect place to check sailing off your bucket list, or even better, introduce you to this wonderful sport/leisure activity! Marine life abounds and it is not unusual to spot dolphins, rays, turtles and other sea life. The sophisticated shoreline of the bay, with the Miami Skyline to the West and Key Biscayne to the East are the perfect backdrop for incredible pictures to share with friends and family. Want to venture underwater or in its surface on a paddleboard? we got you covered! ask us about all the extras we can include to customize your experience.
What's included
Included
- Restrooms on board, outdoor shower
- Water, fridge, ice
- Sailing onboard our Stylish 40' Beneteau
- Safety equipment approved by the US Coast Guard
Not included
- Gratuity (15%-20%) is not included but highly appreciated
- US COAST GUARD CERTIFIED CAPTAIN Charge
What you'll see and do
Key Biscayne
A glamorous Island off the coast of Miami, Key Biscayne has some landmarks like President Nixon vacation home, the Bill Baggs Lighthouse and No Name Harbor. Anchoring and swimming are a good option in this area.
30 minutes here
Stiltsville
Off the South of Key Biscayne is this unique sight of Stilt vacation homes built in different times in the 1900s. Reminiscent of the Prohibition and post WWII eras of the intricate history of Miami.
30 minutes here
Miami
Miami has developed into a big, modern city and its ever changing sophisticated skyline is wonderful by day or night. We will pass under the Rickenbacker Bridge that connects Virginia Key and Key Biscayne to Miami and approach Brickell, the Miami River and Downtown, with vistas of Miami's waterfront, the Port and Fisher Island.
Pass by without stopping
Historic Virginia Key Beach Park
On either side of the Rickenbacker bridge there are good anchorage areas where you can go for a swim, paddleboard or just relax and enjoy the amazing vistas of the city from the bay. In the meantime, we will barbecue some mean skirt steaks*, or teach you some paddle boarding techniques*. A 4 hour charter will allow for this.
45 minutes here
Biscayne National Park
Want to snorkel on a Reef near Miami? a 5 and up hours, good weather conditions and departure at or before 10AM will allow us to include this fascinating experience in your Private Charter.
60 minutes here
Elliott Key
Elliott Key, in Biscayne National Park, Florida is the largest key in the park and is the northernmost of the true Florida Keys. It's located east of Homestead, Florida. Elliott Key is popular for boating adventures. The Elliott Key Sandbar, or Sands cut, is one of Miami's most popular boating attractions, but is big enough to let us stay away from crowds and loud unpleasant music. It is a great area for swimming, snorkeling, paddleboarding and sunbathing on deck. Please note that Elliott Key is 18 Nautical Miles South of our departure at Coconut Grove, so allow for an 8 hour experience to include this option.
60 minutes here · Admission included
Where it starts and ends
Meeting point
Miami
This is an approximate meeting point. We will coordinate the meeting point upon establishing the route, your tour preferences and our recommendations based on weather, length of outing and other considerations.
Meeting point
Miami
This is an approximate meeting point. We will coordinate the meeting point upon establishing the route, your tour preferences and our recommendations based on weather, length of outing and other considerations.
Meeting point
Miami
This is an approximate meeting point. We will coordinate the meeting point upon establishing the route, your tour preferences and our recommendations based on weather, length of outing and other considerations.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
This is an approximate meeting point. We will coordinate the meeting point upon establishing the route, your tour preferences and our recommendations based on weather, length of outing and other considerations.
Ends at
This is an approximate meeting point. We will coordinate the meeting point upon establishing the route, your tour preferences and our recommendations based on weather, length of outing and other considerations.
Ends at
This is an approximate meeting point. We will coordinate the meeting point upon establishing the route, your tour preferences and our recommendations based on weather, length of outing and other considerations.
Options you can book
Sailing Mantras 4hr Private
On board: Cooler with ice, water, towels, toilet, outdoor shower; Snorkeling/Paddleboarding: Snorkeling Gear; Paddleboards ; Lessons (group) Private Charter: We will design the experience based on your preferences, our sailing expertise and what weather dictates; Duration: 4 hours: Enough time to sail around the bay and get close to the Miami waterfront, Key Biscayne and stop for activities in the water; Yummy Meal ($45/pp): Loaded charcuterie board + beef/fish/chicken grilled onboard + side + dessert; Mystiko: Beneteau Oceanis 400, a stylish 40' sailboat that can accommodate up to 6 guests comfortably; CAPTAIN REQUIRED: A US Coast Guard certified Captain is required. Fee paid upon boarding.
Overnight Adventure
On board: Cooler with ice, water, towels, 2 full toilets, floaties, 2 cabins. Water Sports: Snorkelling reefs and shipwrecks. Paddleboarding Private Charter: We will design the experience based on your preferences, our sailing expertise and what Mother Nature dictates; Duration: 1 day 12 hours: We depart at 9AM on Day 1, sail across the bay and anchor at sunset for dinner and a good sleep. Get up early on Day 2. Yummy Meal ($20 to $50/pp): Day 1: Lunch and Dinner; Day 2: Breakfast and Lunch. Many to choose from: This is a private charter so we will tailor the experience and route based on your desires and what Mother Nature suggests. Mystiko: Beneteau Oceanis 400, a stylish 40' sailboat that can accommodate up to 6 guests comfortably; USCG Certified Captain ($50)
Sailor's Bite - 3 hrs Private
On Board: Fridge, water, towels, toilet, outdoor shower; Private Sailing Charter Duration: 3 hours Optional upon request: We will present you our menu options ranging from a charcuterie board to 3 course meals prepared on board Sailboat: Beneteau Oceanis 400 CAPTAIN REQUIRED: A US Coast Guard certified Captain is required. Fee paid upon boarding.
Sailing + Snorkeling 6hrs
On board: Cooler with ice, water, towels, toilet, outdoor shower; Snorkel/Paddleboarding ($): Snorkeling Gear, Paddleboards, Lessons, there is a corresponding fee, please check at the excluded section for the price Private Charter: We will design the experience based on your preferences, our sailing expertise and what Mother Nature dictates; Duration: 6 hours Yummy Meal ($45/pp): Some options are: Loaded charcuterie board + ceviche + dessert; gazpacho + grilled beef, chicken, fish or veggies + dessert; Many to choose from!: This is a private charter so we will tailor the experience and route based on your desires and what Mother Nature suggests; Mystiko: Beneteau Oceanis 400, a stylish 40' sailboat that can accommodate up to 6 guests and 2 crew comfortably; Captain required: A US Coast Guard certified Captain is required. Fee paid directly, upon boarding.
Beyond the Bay 5hrs private
On board: Cooler with ice, water, towels, toilet, outdoor shower; Paddleboard: 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; Private Charter: We will design the experience based on your preferences, our sailing expertise and what weather dictates; Duration: 5 hours: Enough time to venture beyond the bay and into open ocean, South of Key Biscayne, turn North and get back by Fisher Island; Yummy Meal: Loaded charcuterie board + sandwich* + chips* + dessert; *or onboard grilled beef/fish/chicken+side* Get more sailing!: This route will allow us to venture outside Biscayne Bay, to head back by Fisher Island, the Port and the Miami waterfront Mystiko: Beneteau Oceanis 400, a stylish 40' sailboat that can accommodate up to 6 guests comfortably; CAPTAIN REQUIRED: A US Coast Guard certified Captain is required. Fee paid upon boarding.
Sailor's Fix - 8 hour sailing+
On board: Cooler with ice, water, towels, toilet, outdoor shower; Paddleboards: 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; Private Charter: We will design the experience based on your preferences, our sailing expertise and what weather dictates; Duration: 8 hours: Great to get your sailing fix and confirm that if you don't sail frequently, sailing with us is a sound economic decision Yummy Meal : Loaded charcuterie board + sandwich + chips + dessert; grilled steak or fish; ceviche; chilean sea bass are some options; Mystiko: Stylish Beneteau 40' sailboats that can accommodate up to 6 guests comfortably; CERTIFIED CAPTAIN : A US Coast Guard is required. Fee paid upon boarding.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- pt, en, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 6 travelers per booking
- Operated by
- Destino Charters Miami
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos
What travelers are saying
Outty’s summary of the themes that recur across 76 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
76 verified traveler reviews for Private Sailing on the Miami Bay - Biscayne Bay. Ratings and reviews provided by Viator and Tripadvisor.
Bucket list sisters weekend in Miami
From the moment Captain Rodrigo reached out to confirm everything we desired, to the end of an amazing day on the ocean on Mystic, this was a bucket list experience. We arrived at the home of the US Sailing team and were tendered through a beautiful marina by Captain Pedro and his faithful friend Doli. Captain Rodrigo navigated changing weather conditions and somehow arranged for perfect skies all day long even though Miami was experienced a deluge. It was my sister‘s birthday, so he catered the most delicious empanadas, endive salad and the yummiest tres leches cake I’ve ever had in my life. From arranging the swing so we could fly through the air and ginger chews when my tummy got a little dodgy afterwards 😅, to providing underwater cameras when we made it over for snorkeling, and spotting the pod of dolphin and capturing photos and videos all through the day, he took care of every need and delivered us safely back to shore. Cannot recommend his operation more highly and will definitely back with more family and friends. … will add some photos here in just a little while
via Viator
An Unforgettable Family Sailing Experience
Fantastic trip! This was my family's first time going out on the bay in a sailboat and it certainly will not be the last. We had an amazing sailing excursion with our family, and it was truly one of the highlights of our trip. I especially want to give a huge shoutout to the captain, who made the entire experience unforgettable. He was incredibly friendly, knowledgeable, and professional, and he went out of his way to make sure everyone felt comfortable and had a great time. You could tell he genuinely loves what he does, and his easygoing personality made the day even more enjoyable. It felt less like a tour and more like spending the day sailing with a friend. I would highly recommend this experience to anyone looking for a fun, relaxing, and memorable day on the water. Next time we're in town, we will definitely book again!
Response from the operator: Asher, Thank you so much for the kind words. I am so glad you and your family enjoyed sailing as much as I do! Miami is special in many ways, and sailing it's coasts is certainly one of those. Where can you sail year round in comfortable, calm waters, that never go below 72ºF/22ºC, and next to a large city like Miami? Definitely one of its best kept secrets. Looking forward to having you back soon! Captain Rod
via Viator
A WONDERFUL SAILING EXPERIENCE
We booked a 5 hr charter with Capt. Rod. The yacht was beautiful and well kept. We sailed around Key Biscayne. Saw all the wonderful houses that back onto the water. The stilt houses out at sea had an interesting story. Rod was very informative about everywhere we sailed. Great seeing all the racing boats too. We chose a cheese/meat board for lunch - was delicious. I think the highlight for my husband apart from the above Rod let him take the helm & sail. The winds were great for sailing. After this wonderful day sailing. We booked again for few days later - it was so much fun. We loved every minute and can’t wait to return.
Response from the operator: Thank you so much for your review and the kind words Jennifer! I would love to have you back and shared some new information about Stiltsville and the story of this unique landmark. And perhaps, sail to the Florida Keys for a few days? Warm regards, Captain Rod
via Tripadvisor
5 hour sail with bbq dinner
Amazing experience! Highly recommend for a fun day. Try to go on the weekdays for a more private experience without as many boats in the water!
Response from the operator: Thank you so much for taking the time to write us a review and for your kind words! And yes! weekdays are the best! Captain Rod
via Tripadvisor
So special and perfect!!
The most perfect trip! Rodrigo and Steven made sure everything was set up and perfect so that we had the most special day. I can’t thank them enough!!
Response from the operator: Thank you so much for the kind words. And looking forward to having you back sailing the waters of Miami and the Florida Keys. Captain Rod
via Tripadvisor
Good to know
- Duration
- 4 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $175 to $3000
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 27
- Verdict
- Strongly Recommended
Why this scores 76
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Sailing on the Miami Bay - Biscayne Bay: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Miami.
How much does Private Sailing on the Miami Bay - Biscayne Bay cost?
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Prices start at $175 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Miami usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Sailing on the Miami Bay - Biscayne Bay take?
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Plan for about 4 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Miami is not rushed.
Is Private Sailing on the Miami Bay - Biscayne Bay worth it?
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It holds an Outty Ranking of 76 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 76 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Miami, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Sailing on the Miami Bay - Biscayne Bay?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Sailing on the Miami Bay - Biscayne Bay suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Sailing on the Miami Bay - Biscayne Bay?
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Around 27 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Miami can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Miami and add a light layer if any part of the 4-hour experience runs outdoors or after sunset.
Where does Private Sailing on the Miami Bay - Biscayne Bay start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Miami within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Miami?
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Miami splits between the water and the neighbourhoods. Biscayne Bay boat tours, Key Biscayne snorkelling and Everglades airboats cover the first, while Wynwood mural walks, Little Havana food crawls and South Beach deco tours cover the second. We rank Everglades operators carefully: many depart from Miami but the good ones run their own boats rather than reselling seats. On Outty we rank every Miami experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include 2 hrs Miami Private Boat with Cooler, Ice, Bluetooth Stereo, Little Havana Food and Walking Tour in Miami, Miami: 2 Hour Private Yacht Cruise. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Miami?
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November to April, dry season, before hurricane and humidity months. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Miami?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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