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Find Sailing Charters Near You

4.9(Average of 4,265 reviews in this area)
Page 10 of 10 (240 listings)
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
$250hour
Sailing From West Palm Beach, FL - $150/Hour - $30/Person
Sailing in West Palm Beach · 6 guests

Sailing From West Palm Beach, FL - $150/Hour - $30/Person

4.7
Superowner
Best of 2023
$150hour
Sail from Delray Beach to Lake Boca - $150/Hr - $30/Person
Sailing in Delray Beach · 10 guests

Sail from Delray Beach to Lake Boca - $150/Hr - $30/Person

New
Superowner
Best of 2023
$30person
50ft Catamaran Charter with Water Toys - Boca Raton, FL
Sailing in Boca Raton · 12 guests

50ft Catamaran Charter with Water Toys - Boca Raton, FL

5.0
$300hour
Ultimate Intercoastal Cruiser and Sandbar party boat in Deerfield Beach, Florida
Powerboats in Deerfield Beach · 10 guests

Ultimate Intercoastal Cruiser and Sandbar party boat in Deerfield Beach, Florida

5.0
$90hour
Lagoon 42' Private Sailing Adventure in Florida with Captain Eric
Sailing in Deerfield Beach · 8 guests

Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

5.0
$300hour
30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida
Powerboats in Deerfield Beach · 10 guests

30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

5.0
$200hour
Sailing From Pompano Beach, FL - $150/Hour - $30/Person
Sailing in Pompano Beach · 10 guests

Sailing From Pompano Beach, FL - $150/Hour - $30/Person

4.5
Superowner
Best of 2023
$30person
''Valentine'' Sea Ray SDX Series Deck Boat Rental  in Fort Myers, Florida
Powerboats in Fort Myers · 12 guests

''Valentine'' Sea Ray SDX Series Deck Boat Rental in Fort Myers, Florida

New
$535hour
Cabbage Key, Captiva Day Trip 1-6 people Captained
Powerboats in Cape Coral · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained

New
$95-$119hour
Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys
Sailing in Fort Lauderdale · 12 guests

Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys

New
$1,400day
Plant-Based Saling Chartres in Fort Lauderdale and the Bahamas
Sailing in Fort Lauderdale · 6 guests

Plant-Based Saling Chartres in Fort Lauderdale and the Bahamas

5.0
$143-$167hour
Catamaran 48 foot luxury sailing cat daily, over night and weekly Excursions
Sailing in Fort Myers Beach · 12 guests

Catamaran 48 foot luxury sailing cat daily, over night and weekly Excursions

New
$300hour
46' Catamaran Charter with Water Toys - Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

46' Catamaran Charter with Water Toys - Fort Lauderdale

5.0
$362hour
Stunning Luxe 60' White Princess Yacht
Events in Fort Lauderdale · 13 guests

Stunning Luxe 60' White Princess Yacht

New
Superowner
$750hour
The Catamaran Party Boat, accommodating up to 49 guests crewed 1 Captain+ 2 crew
Events in Fort Lauderdale · 49 guests

The Catamaran Party Boat, accommodating up to 49 guests crewed 1 Captain+ 2 crew

New
Superowner
$900hour
Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max
Powerboats in Fort Lauderdale · 6 guests

Fll Sun Deck 24' Final Price No Hidden Fees 10ppl max

4.8
Superowner
$60-$171hour
Luxury Sailing Yacht In The Bahamas With Captain Shane!
Sailing in Fort Lauderdale · 6 guests

Luxury Sailing Yacht In The Bahamas With Captain Shane!

New
$299person
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Tours in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119-$125hour
64' Luxury Horizon Sport Yacht Rental in Fort Myers Beach, Florida
Events in Fort Myers Beach · 12 guests

64' Luxury Horizon Sport Yacht Rental in Fort Myers Beach, Florida

New
$500-$825hour
Palm Breeze - 55ft Party Catamaran for rent in Ft. Lauderdale
Sailing in Fort Lauderdale · 49 guests

Palm Breeze - 55ft Party Catamaran for rent in Ft. Lauderdale

New
$1,200-$1,266hour
2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

5.0
$150hour
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$100-$110hour
Premium Sport Boat Rental in South Florida | Up to 6 People | Book Now
Powerboats in Fort Lauderdale · 6 guests

Premium Sport Boat Rental in South Florida | Up to 6 People | Book Now

New
$79-$99hour

Local Sailing Reviews

  1. MS
    Monique
    50ft Catamaran Charter with Water Toys - Boca Raton, FL

    Deren & Kristal were excellent hosts! We had a lovely day sailing the Chesapeake. They were very communicative and timely with their responses and were flexible with our parties needs and wants. What an excellent experience! Would highly recommend their boat.

  2. JW
    Julie
    50ft Catamaran Charter with Water Toys - Boca Raton, FL

    Incredible! Deren and Krystal made our experience phenomenal. From start to finish they were fun and professional. The boat is a stunner! We felt like royalty. My son celebrated his 8th birthday in style with all the toys and had a blast. We will be using them again next year.

  3. SS
    Stevan
    50ft Catamaran Charter with Water Toys - Boca Raton, FL

    I had my wedding conducted on this boat! It blew my mind away. The boat was spacious to host a wedding ceremony and the interiors top notch! Deren and Kristal are wonderful hosts and they are so fun. It honestly felt like we were at a friend's boat for our wedding! 10/10 would do again!

  4. ST
    Sara
    50ft Catamaran Charter with Water Toys - Boca Raton, FL

    Deren and his wife Kristal were the ultimate hosts! They communicated super efficiently and made our experience better than we could have ever imagined! The boat itself is absolutely gorgeous and they went above and beyond to supply water floats, snacks, and water during our charter! The boat has an amazing sound system that easily connects to Bluetooth so we could listen to tunes all day as we cruised and swam. Deren and Kristal were super easy going and felt more like friends by the end of the day — they encouraged us to have fun, allowing us to make cool jumps off the boat and even swim with their super adorable dogs in the water/on the floats. Our group had the absolute best time and were sad when our booking was over! If you are looking for a charter I honestly cannot recommend them enough. It was an absolutely perfect day!

  5. JP
    Jonathan
    Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

    Amazing experience. Exceeded all expectations. I booked a trip for eight family members to celebrate a birthday while on vacation. Captain Eric took us on an afternoon tour of the Florida intercoastal. His boat was incredibly nice and spacious, and Eric was a great host - very friendly and accommodating to all our needs. We hope to book a sailing excursion with him next time we are in the area!

  6. PA
    Peggy
    30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

    Our party of six adults and three children had the best time with Mike and his beautiful Jupiter 30. The boat was in immaculate order, had plenty of seating for all of us, and was safe for the kids to roam around on. A great sound system kept both kids and adults entertained. Mike truly is the best captain one can ask for. Quick to respond to our requests before the trip, and attentive, safe and positive during it. 10/10 from our whole party of nine