Stress-free planning for
YOUR BIG ISLAND ADVENTURE
​​Your Perfect Hawaii Escape, Curated for You.
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​Ready for an unforgettable getaway? Whether it’s thrilling adventures, pure relaxation, a special celebration, or the perfect balance of it all, your Big Island of Hawaii vacation deserves nothing less than a personalized touch, and I bring that vision to life.
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As your dedicated Big Island Concierge, I help turn your Hawaii vacation into a smooth, meaningful, and unforgettable experience. From custom itineraries to hand-selected tours, I work with you 1:1 to match your vision, your pace, and your travel style.
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​Unlike popular booking platforms, I offer true local expertise and personal insights so you'll never be left wondering where to go or scrambling at the last minute. With my help, you’ll receive clear directions, accurate meeting points, and insider tips every step of the way because your peace of mind matters just as much as the adventure itself.
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​With over 20 years living on the Big Island of Hawaii with 7+ years working with top-tier brands like Hilton Grand Vacations, Expedia, and the Fairmont Orchid, I know what it takes to craft exceptional vacations.
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From cascading waterfalls to sunset sails, from beachside bliss to private guided meditations by the sea, I’ll ensure every moment of your trip flows effortlessly, leaving you with nothing but memories that last. ​
Here's what my guests are saying: ​​
" That was the best trip I've ever had!"
Let’s make that your experience, too.
Activities & Services
Whether you’re dreaming of swimming under waterfalls, hiking in a lava field, tasting fresh island cuisine, or catching the sunset from Mauna Kea, I’d love to help you craft your perfect Hawaii experience.
Dolphin Watch & BBQ Snorkeling Adventure
Snorkel, slide, bbq and dolphin watch
adventure with a morning snorkel, thrilling waterslide, and a BBQ lunch aboard a luxury catamaran. Watch for dolphins and explore vibrant reefs in a protected marine sanctuary.
Historical Captain Cook Dinner Cruise
Sail, dine and discover on a sunset cruise enjoying delicious cuisine, live Hawaiian music, and captivating history aboard a luxury catamaran for a truly unforgettable evening!
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Night Manta Swim
Float above graceful manta rays in a rare, glowing nighttime spectacle for an unforgettable Big Island must-do. Includes a wetsuit and warm drinks.
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9 Line Waterfall Zipline
Soar above lush rainforests, cascading private waterfalls & sweeping ocean views on this unforgettable 2.5 hour 9 line Zipline adventure. Each line gets higher and more scenic ending with pure exhilaration. Options to cool off and swim in a beautiful waterfall.
Big Island Helicopter​
Fly over Kilauea, one of the most active volcanoes in the world through Hamakua coast taking in sacred valleys, rainforests and a 2000’ waterfall. Enjoying the most memorable island adventure.​
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Grand Circle Island Tour
Explore the Big Island’s ecosystems, from rainforests to Kilauea’s active volcano, on this full-day guided tour. Visit a Kona coffee farm, waterfalls, Punalu’u beach, and spot sea turtles, all while learning about the island’s geology and wildlife. Lunch and transportation included; Private tours available.
Mauna Kea Summit & Stargazing
Ascend to Maunakea, the highest volcano in the world for a stunning sunset, and a private stargazing session with powerful telescopes. Enjoy picnic dinner, hot chocolate, warm stew while basking in the Hawaiian night sky.
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Relaxing Seaside Meditation
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Relax by the shore with a guided meditation designed to melt away stress, help you reconnect, and offer a blissful escape, allowing you to fully immerse in the serenity of your vacation.
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woman on a paddle board in a waterfall
Horse kissing a horse
Horseback & Waterfall Adventure
Ride with Wailea Horseback Adventures at Umauma Falls! Enjoy miles of open lush greener pastures and a lot of secret waterfalls to see and visit. It's a hidden paradise only accessible through horseback. Great for all levels of riders as well as first timers.
Big Island Travel Itinerary & Discovery Call
Concierge style tailored itineraries filled with the best experiences the Big Island of Hawaii has to offer. Whether it's your first time, you're traveling with kids, large groups or wanting to rejuvenate from your daily routine, I'm here to help. Book your complimentary discovery call today.
From August 14-Sept 7th
unable to take new itinerary requests
From Dream to Departure,
Your Big Island Adventure Awaits!
“Planning a trip for a family of seven, including 5 adult children and 1 teenager, is no small feat, but Jennifer Connery made it feel effortless. She helped organize every detail of our family vacation to Kona, Hawaii, from suggesting and securing reservations at incredible restaurants to booking unforgettable excursions and suggesting hidden-gem day trips we would have never discovered on our own. Her knowledge of the island, along with her thoughtfulness and attention to detail, truly made this the best family trip we've ever had. Jennifer is smart, kind, and incredibly resourceful. I would wholeheartedly recommend her to anyone planning a trip to Kona or anywhere, really. She turned our vacation into an unforgettable experience.”
Berylin Schwab, New Jersey