Sailing Charters in Houston | Your Adventure Awaits

Experience the freedom of sailing on Galveston Bay, where perfect breezes and beautiful waters create ideal conditions for your next adventure. Whether you're an experienced sailor seeking independence or looking for a captained experience, our premium fleet and expert team await.

Find Your Perfect Charter Experience

Feature

Captained Charter

Bareboat Charter

Experience Required

None

ASA 104 or equivalent

Trip Planning

Handled by captain

Self-planned

Perfect For

Special events, new sailors

Experienced sailors

Starting Price

$399/half-day

$450/day

Booking Lead Time

48 hours

1 week

BOATS

Starwind 23 “Windward Gypsy”

$60/hr with a 2 hour minimum or $300 a day | $90/hr with a 2 hour minimum with a captain

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Hunter 28 “Impatience”

8 hr: $395.00| Weekend: $1000.00| Week: $1975.00| 4 hr w/captain: $485.00

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Catalina 30 “Sea Buddy”

8 hr: $420.00| Weekend: $1050.00| Week: $2100.00| 4 hr w/captain: $500.00

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1984 Catalina 30 “Ataraxia”

8 hr: $450.00| Weekend: $1125.00| Week: $2250.00| 4 hr w/captain: $525.00

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1998 Beneteau 31 “Animus Victus”

8 hr: $450.00| Weekend: $1125.00| Week: $2250.00| 4 hr w/captain: $525.00

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2001 Catalina 310 “Blue Horizon”

8 hr: $500.00| Weekend: $1250.00| Week: $2500.00| 4 hr captain: $595.00

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1987 Ericson 32 “Miss Daisy”

8 hr: $475.00| Weekend: $1185.00| Week: $2375.00| 4 hr captain: $555.00

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2012 Hunter 36 “Bright Spot”

8 hr: $710.00| Weekend: $1775.00| Week: $3550.00| 4 hr captain: $775.00

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2012 Hunter 36 “Shiraz”

8 hr: $710.00| Weekend: $1775.00| Week: $3550.00| 4 hr captain: $775.00

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2005 Hunter 38 “Mystic Winds”

8 hr: $740.00| Weekend: $1850.00| Week: $3700.00| 4 hr captain: $790.00

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1996 Hunter 42 “Paradise”

8 hr: $760.00| Weekend: $1900.00| Week: $3950.00 | 4 hr captain: $825.00

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2003 Beneteau 420 “Shirley Mae”

8 hr: $790.00| Weekend: $1975.00| Week: $4150.00| 4 hr w/captain: $840.00

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2014 Seawind 35 “Martina Louise”

8 hr: $1000.00| Weekend: $2500.00| Week: $5150.00| 4 hr w/captain: $1000.00

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1994 Beneteau Oceanis 440 “Bohemian Mermaid”

8 hr: $820.00| Weekend: $2050.00| Week: $4250.00| 4 hr captain: $850.00

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2014 Beneteau Oceanis 45 “Ocean Blue”

Available for Captained Charters Only| 4 hr captain: $925.00

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2013 Fountaine Pajot Helia 44 “Delta Tango”

Available for Captained Charters Only| 4 hr captain (up to 10 people): $1,300.00 |

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2016 Leopard 44 “Imagine”

Available for Captained Charters Only| 4 hr captain (up to 10 people): $1,300.00 |

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1999 Fountaine Pajot Bahia 46 “Mayan Mystress”

Available for Captained Charters Only| 4 hr captain (up to 10 people): $1,300.00

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Captained Charters

Let our experienced captains handle the details while you focus on enjoying your time on the water. Perfect for:

  • Creating memorable special occasions

    Corporate team building events

    Learning about sailing

    Relaxing bay cruises

Our professional captains combine extensive sailing experience with local knowledge to create your ideal day on the water. Starting at $399 for a half-day charter.

Book a Captained Charter

Bareboat Charters

Take command of your own sailing adventure. Available to qualified sailors with:

  • ASA 104 certification or equivalent

    Verified sailing resume

    Charter experience

    Local knowledge assessment

Ideal for experienced sailors seeking:

  • Extended cruising

    Custom itineraries

    Independent sailing

    Multi-day adventures

Starting at $450 per day.

Check Qualification Requirements

Our Charter Fleet

From sleek performance cruisers to comfortable family boats, our meticulously maintained fleet offers options for every adventure.
Visit our fleet page to explore detailed specifications and availability.

Sailing Areas

Clear Lake

Your gateway to Galveston Bay offers:

  • Protected waters for easy departures

    Modern marina facilities

    Waterfront dining options

    Full-service fuel dock

    Easy provisioning access

Galveston Bay

Discover one of Texas's premier sailing destinations:

  • Steady southeastern breezes

    Multiple scenic anchorages

    Historic ports of call

    350+ square miles of sailing area

    Year-round accessibility

Charter Packages

Choose the perfect package for your sailing adventure

Half-Day Charters

  • 4 hours on the water

    Morning or afternoon options

    Perfect for bay tours

    Starting at $399 (captained)

Full-Day Adventures

  • 8 hours of sailing

    Flexible start times

    Multiple destination options

    Starting at $599 (captained)

Multi-Day Escapes

  • Extended sailing freedom

    Overnight anchorages

    Custom itineraries

    Weekly rate discounts

Planning Your Charter

Weather Considerations

  • Year-round sailing conditions

    Typical winds 8-15 knots

    Warmest months: June-September

    Peak season: March-November

What to Bring

  • Weather-appropriate clothing

    Sun protection

    Non-marking shoes

    Camera

    Refreshments

Booking Process

  • 1. Select charter type
    2. Choose dates
    3. Complete qualification check (bareboat)
    4. Confirm booking
    5. Receive preparation materials

Why Choose Windward Sea Ventures

25 Years of Excellence

Customer Reviews

"As an experienced sailor, I appreciate the excellent condition of the fleet and professional management."

Mark R., ASA Instructor

"Perfect day on the bay! Captain Mike made our anniversary celebration unforgettable."

Sarah & John, Houston

OUR TESTIMONIALS

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SPS John

Lorem Ipsum is simply dummy text of the printing and typesetting industry. Lorem Ipsum has been the industry's standard dummy text ever since the 1500s, when an unknown printer took a galley of type and scrambled it to make a type specimen book. It has survived not only five centuries, but also the leap into electronic typesetting, remaining essentially unchanged. It was popularised in the 1960s with the release of Letraset sheets containing.

SPS John

Frequently Asked Questions

What's the difference between captained and bareboat charters?

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Captained charters include a professional captain who handles all aspects of sailing, while bareboat charters are for qualified sailors to operate independently.

How far in advance should I book?

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We recommend booking captained charters at least 2 weeks in advance and bareboat charters 3-4 weeks in advance during peak season (March-November).

What happens if there's bad weather?

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Your safety is our priority. If conditions are unsuitable, we'll work with you to reschedule or provide a full refund.

Do you offer catering?

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Yes, we can arrange catering for any charter through our preferred vendors or you're welcome to bring your own refreshments.

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Start Your Sailing Adventure

Ready to set sail? Choose your path:

Experience sailing at its finest with Houston's premier charter company. Your adventure awaits on Clear Lake and Galveston Bay.

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