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Ultimate 6-Day Maui Adventure Itinerary: Surfing, Ziplining, Helicopters & More

As experienced travelers partnering with the Maui Visitors Bureau, we're sharing this curated six-day adventure itinerary to showcase Maui's incredible offerings. From surfing and paragliding to helicopter tours and sunset cruises, discover top highlights for your perfect Hawaii getaway. (Pro tip: Check our guide to exploring Maui on a budget.)

 

Surfing & Cliff Diving Ceremony at Black Rock

Start at the luxurious Sheraton Maui Resort & Spa in Lahaina. Dive right in with a two-hour surf lesson from Maui Wave Riders, complete with an in-water photographer for stunning shots—far better than GoPro board mounts.

Cap the day with the iconic Cliff Diving Ceremony and dinner at Black Rock Steak and Seafood.

 

Snuba, Snorkeling & Stand-Up Paddleboarding (SUP)

Immerse in Maui's underwater paradise via snorkeling, snuba (ideal for non-scuba divers, as we've enjoyed in Aruba and Cozumel), and SUP. Paddleboarding offers a dry way to spot fish and turtles—our favorite since Catalina Island.

 

Romantic Sunset Sail & Dinner Cruise

Balance adventure with romance on a catamaran sunset sail with Gemini Charters and a dinner cruise via Pacific Whale Foundation. Capture Hawaii's legendary sunsets.

 

Paragliding, Ziplining & Helicopter Tour

Head south to the ocean-view Grand Wailea. Conquer heights with tandem paragliding from Poflyght Paragliding, ziplining via Kapalua Adventures (our third time—scenery never disappoints), and a doors-off helicopter flight with Blue Hawaiian Helicopters. Even with pilot Scott aboard, these aerial views of inaccessible spots are unforgettable.

 

Discovering Paia Town

Revisit vibrant Paia, the surfer haven that captivated us over a decade ago. Share this gem with first-timer Scott. Follow our journey live via #SeeMaui on Twitter, Instagram, and Facebook. Aloha!

Travel Notes
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