Travel Above
Packages
Redefining Luxury, One Journey at a Time
Will Smith Aviation is not just your private aviation partner; it’s your gateway to a world of extraordinary adventures. With tailored experiences that take you from breathtaking archipelagos to pristine wilderness and from iconic cities to hidden gems, we curate experiences that elevate your travels beyond the ordinary. Each journey is designed exclusively for you and your guests, making every moment unforgettable.
Escape the ordinary—Become a Legend!
Costa Rica
Costa Rica’s most exclusive fishing sanctuaries await. Our experiences deliver what discerning travelers seek: complete privacy, uncompromising excellence, and access to waters where world records are born. From the moment we touch down, every element is orchestrated to perfection—secluded oceanfront estates, world-renowned captains, and untouched fishing grounds that few will ever experience.
Highlights
Private Pacific Catamaran Escape – Cruise secluded coastlines with a private chef, snorkeling, and sunset views.
Helicopter to Arenal Volcano – Soar above volcanoes, then indulge in hot springs, spa rituals, and fine dining.
Osa Peninsula Expedition – Discover the planet’s most biodiverse region with private guides and luxury eco-lodging.
Napa Valley
Nestled in the heart of California, Napa Valley beckons with its rolling vineyards, world-class wineries, and stunning landscapes. Indulge in a curated wine tasting experience, savoring the rich flavors and exquisite notes that each vineyard has to offer. Whether you are a seasoned connoisseur or a curious novice, Napa Valley promises an unforgettable escape into the world of food and wine, complemented by the thrill of exploration that Will Smith Aviation uniquely provides.
Highlights
Vineyard Helicopter Tour & Tasting – Arrive by helicopter for private vineyard access, reserve tastings, and chef-paired dining.
Exclusive Cave Dinner – Savor a candlelit multi-course meal with rare vintages in a winery’s private barrel cave.
The French Laundry Experience – Dine at Thomas Keller’s 3-Michelin-starred icon with world-renowned tasting menus and wine pairings.
Kentucky Derby
As the excitement of the Kentucky Derby draws near every year, immerse yourself in the rich tapestry of Southern hospitality and culture that surrounds this iconic event. Picture yourself savoring exquisite cuisine crafted by renowned chefs, with delectable dishes that celebrate Kentucky’s culinary heritage. Join guided tours that unveil the secrets of the historic racetrack, where fashion meets thrill in a dazzling display of elegance. Experience the thrill of the race up close, all while indulging in the finest local flavors and hidden gems of the Bluegrass State. With Will Smith Aviation, your journey to the Derby will be as legendary as the race itself, ensuring you revel in every moment of this unforgettable experience.
Highlights
Millionaire’s Row Experience – Enjoy the Derby from the most exclusive suites with gourmet dining, premium bourbon, and private balconies.
Behind-the-Scenes Stable Tour – Gain rare access to Churchill Downs’ stables, meet world-class thoroughbreds, and sip mint juleps with a private guide.
Exclusive Derby Eve Gala – Step into black-tie Southern glamour with celebrity chefs, live entertainment, and curated bourbon tastings.
Florida Keys
The Florida Keys aren’t just another tropical getaway—where crystal-clear waters meet that unmistakable island rhythm that makes you forget about everything else. One moment you’re hauling in a prized catch on a morning charter, the next you’re swimming alongside sea turtles in living coral gardens or clinking glasses on a hidden rooftop as the sun sets in impossible shades of orange and pink. From Marathon’s laid-back fishing village charm to Key West’s quirky, anything-goes spirit, each island has its own personality but the same magical ability to make you lose track of time in the best possible way. Will Smith Aviation takes you there.
Highlights
Private Yacht to Hidden Sandbars – Cruise turquoise waters to secluded sandbars with a private chef, snorkeling, and sunset cocktails.
Seaplane to Dry Tortugas – Fly by private seaplane to a remote national park for snorkeling, history, and pristine beaches far from the crowds.
Sportfishing – Chase trophy sailfish and marlin with elite captains, then enjoy dock-to-dish dining at a private club.