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    Find Sailing Charters Near You

    4.9
    (4,318 Reviews)

    Page 8 of 10 • 240 listings

    Private Sunset Cruise (2-Hours) in Destin, Florida
    Powerboats in Destin · 6 guests

    Private Sunset Cruise (2-Hours) in Destin, Florida

    5.0
    $175hour
    The "Original Redneck Pontoon" Crab Island / Dolphin / Snorkeling Adventures
    Powerboats in Destin · 6 guests

    The "Original Redneck Pontoon" Crab Island / Dolphin / Snorkeling Adventures

    New
    $110hour
    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
    Sailing in Fort Walton Beach · 6 guests

    Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

    5.0
    $149hour
    64' Roberts Sailing Ketch for Charter in Jacksonville Area
    Sailing in Green Cove Springs · 6 guests

    64' Roberts Sailing Ketch for Charter in Jacksonville Area

    5.0
    $138-$217hour
    Full or Half Day Private Charter Aboard 50' Ohana in Panama City, Florida
    Sailing in Panama City · 12 guests

    Full or Half Day Private Charter Aboard 50' Ohana in Panama City, Florida

    5.0
    $299-$320hour
    Morgan 382 Sailboat for charter in Pensacola, Florida
    Sailing in Pensacola · 6 guests

    Morgan 382 Sailboat for charter in Pensacola, Florida

    5.0
    $75hour
    50 foot sailing yacht offering day and term charters out of Portland, Maine
    Sailing in Portland · 6 guests

    50 foot sailing yacht offering day and term charters out of Portland, Maine

    New
    $850day
    Lake boat day! Enjoy beautiful Maine at the Lake!
    Powerboats in Nobleboro · 8 guests

    Lake boat day! Enjoy beautiful Maine at the Lake!

    New
    $245-$350day
    50' Chris White Design, Cruising Catamaran rental in beautiful Ponce Inlet Florida.
    Sailing in Ponce Inlet · 6 guests

    50' Chris White Design, Cruising Catamaran rental in beautiful Ponce Inlet Florida.

    5.0
    $26person
    32ft Classic Swedish Sloop Sailing Charter
    Sailing in Rockland · 6 guests

    32ft Classic Swedish Sloop Sailing Charter

    5.0
    $150hour
    ★ 28' Classic Schooner in Rockland, Maine ★
    Sailing in Rockland · 6 guests

    ★ 28' Classic Schooner in Rockland, Maine ★

    5.0
    $175hour
    ★Midcoast Maine aboard the Schooner Yacht Meteor ★
    Sailing in Rockland · 4 guests

    ★Midcoast Maine aboard the Schooner Yacht Meteor ★

    5.0
    $175hour
    Experience Maine on 65ft Classic Schooner Yacht
    Sailing in Rockport · 30 guests

    Experience Maine on 65ft Classic Schooner Yacht

    5.0
    $65person
    52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana
    Sailing in New Orleans · 6 guests

    52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana

    5.0
    $110hour
    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
    Sailing in New Orleans · 6 guests

    Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

    5.0
    $110hour
    Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!
    Sailing in New Orleans · 6 guests

    Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

    5.0
    $110hour
    Tampa Bay - Clearwater Area with a perfect & elegant Carver Mariner 38 x 190$/h
    Powerboats in Tampa · 12 guests

    Tampa Bay - Clearwater Area with a perfect & elegant Carver Mariner 38 x 190$/h

    New
    $250hour
    ''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl
    Events in Cape Canaveral · 11 guests

    ''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl

    5.0
    $382hour
    Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises
    Powerboats in Tampa · 12 guests

    Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises

    4.8
    $90hour
    55ft "Poseidon SR" Sea Ray Flybridge Power MegaYacht Charter in Tampa, Florida
    Events in Tampa · 13 guests

    55ft "Poseidon SR" Sea Ray Flybridge Power MegaYacht Charter in Tampa, Florida

    New
    $801hour
    9425 US Hwy 41 S, Riverview, FL 33578
    Tampa · 3 guests

    9425 US Hwy 41 S, Riverview, FL 33578

    New
    $60day
    Sea Ray 270 SDX Luxury Deck Boat Rental in Riverview, Florida
    Powerboats in Riverview · 10 guests

    Sea Ray 270 SDX Luxury Deck Boat Rental in Riverview, Florida

    New
    $160hour
    "Boldly Go" Yacht Charter in Tampa, FL
    Sailing in Bay Pines · 6 guests

    "Boldly Go" Yacht Charter in Tampa, FL

    New
    $202hour
    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
    Powerboats in Bay Pines · 10 guests

    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

    4.8
    Superowner
    $49hour

    Local Sailing Reviews

    1. CB

      Christine

      22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

      Great value and very efficient communication. The day we rented a boat was very windy. Richard provided a pontoon with a higher horsepower motor - it made our day much more enjoyable. We will definitely reach out to rent from Richard next time we are in FLA!

    2. DJ

      Darren

      52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana

      The working of the sails to listening to the captain about how the sailboat works was very interesting , enjoyed the whole experience on such a beautiful sail boat

    3. TW

      Thomas

      Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

      This is a very nice large boat which is very comfortable on the water. Look forward to sailing again with Captain Jim in a few weeks.

    4. KO

      Ken

      22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

      Perfect boat for a leisurely crusie - exactly what we were looking for. Richard was very prompt and professional - highly reccomend!

    5. AB

      Allison

      Morgan 382 Sailboat for charter in Pensacola, Florida

      The sailboat is beautiful & Robert and his wife were very friendly and hospitable. We had a wonderful time and the sunset views were beautiful!

    6. Pasquale

      Pasquale

      22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

      Nice boat, Richard right on time, definitely will book again

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