Vacations & Charters

Interested in chartering one of SailFuture’s boats? Inquire today.

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GET INVOLVED
VACATIONS
& CHARTERS
GET INVOLVED
VACATIONS
& CHARTERS
SailFuture Charters are donation-based sailing experiences for supporters, friends, and fellow adventurers.

Our boats are available for charter for as short as a sunset sail or as long as a month-long holiday. Trips can be arranged in Tampa Bay, the Florida Keys, Cuba, or the Bahamas. 

100% of your donation-based charter goes to our non-profit organization to support our work with at-risk youth.

WEEK-LONG CHARTERS
$7,000 - $10,000 / per week
8 person maximum
OVERVIEW
Experience bliss on board Defy the Odds while sailing the coast of FL, the Bahamas, or Cuba’s protected waters. All trips are all-inclusive and led by professional captain and crew.
INCLUDED AMENITIES
Food & Beverages
Custom Itinerary
Captain + Crew
Snorkeling /Fishing
Port /Marina Fees
Cuba
$9,600/week - 8 person maximum
Florida Keys
$7,000/week - 8 person maximum
Bahamas
$8,000/week - 8 person maximum
3-HOUR
SUNSET SAIL
St. Petersburg, Tampa Bay
$350 / per trip
8 person maximum
Food & Beverages
Custom Itinerary
Captain +
Crew
View St. Petersburg’s beautiful sunsets on board our 65’ sailboat. Great for visiting friends and family, birthdays, anniversaries, and wedding celebrations.
CORPORATE
TEAM BUILDER
St. Petersburg, Tampa Bay
$800 / per day
8 person maximum
Food & Beverages
Custom Itinerary
Captain +
Crew
Take your team on a custom-tailored team building retreat in Tampa Bay on board our 65’ racing boat.
Our Vessels
DEFY THE ODDS
MACGREGOR 65’

Racer-cruiser with sleeping capacity for 8 guests and 4 crew, as well as two heads with showers. The vessel is equipped with air conditioning, fridge / freezer, stove / oven, chartplotter, autopilot, radar, satellite phone, VHF, life rafts, and extensive safety gear.

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CAL 29’ SAILBOAT

Comfortable cruiser with sleeping capacity for 5 guests and one head. The vessel is equipped with air conditioning, a propane stove, ice chest, VHF, chart plotter, life jackets, and all related safety gear.

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