Best of Hawaii with Phil and Sarah

Best of Hawaii with Phil and Sarah

Dates:
June 7 - 14 2026
Group Size:
10
Location:
Oahu, Hawaii
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Trip Overview

Overview

We're taking a small group to Oahu for 7 days and this is not your typical Hawaii trip.  Over 7 days you'll chase sunrises from the top of a mountain, swim at beaches so beautiful they don't feel real, dive cage-free with sharks in open water, hike through jungle to a waterfall, surf iconic waves and shoot content in some of the most stunning locations on the planet.

This trip is built for creators — every location, every activity, every moment planned with content in mind. You'll leave with a camera roll that goes crazy, memories that last forever and a group of people who just get it.

If you've ever dreamed of doing Hawaii the right way, surrounded by like-minded people who are just as obsessed with adventure and creating as you are, this is your sign.

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The Itinerary

Day 1 Aloha & Welcome to Hawaii

Aloha and welcome to beautiful Hawaii! We’ll meet up at our accommodation in Waikiki, hang out and chill for a bit before kicking things off with a group dinner. We’ll share the itinerary and enjoy our first evening together.

Day 2 East Side Adventure

We start early with a sunrise hike at Crouching Lion. It’s a moderately challenging hike but the views of the coastline and lush greenery are totally worth it. After that, we’ll head to China Man’s Hat for a scenic photo session, then spend the afternoon at Lanikai Beach — one of the most beautiful beaches on Oahu! Dinner will be back in Waikiki at a local spot like Marukame Udon or The Barefoot Beach Cafe. Later, we catch the fireworks show over Waikiki Beach at 7 PM.

Day 3 Content Creation, Jungle Exploration, and Mastermind

Today’s all about creating content! We’ll start with an easy hike to Manoa Falls, where the waterfall is stunning. Then, we’ll explore the jungle around the falls, snapping photos and soaking up nature. Evening’s back in Waikiki for sunset on the beach, followed by a group dinner and mastermind session hosted by Phillip and Sarah!

Day 4 North Shore Adventure and Shark Dive

We’ll get an early start and drive up to the North Shore before it gets busy. First stop is the Cage Free Shark Diving tour then we will head to Waimea Bay around 10 AM for some beach vibes and activities. Then we’ll hop between Banzai Pipeline, Sunset Beach, and Ke Iki Beach — with beach volleyball, spike ball, swimming, and chill time. Dinner will be in Haleiwa Town, which has some awesome local spots.

Day 5 Surf and Sunset Adventures

Surf’s up! We’ll start the day catching waves at Waikiki Beach — there are surf lessons available for beginners at a local surf school. Lunch in town and some free time to soak in the Waikiki vibe. In the evening, we head to China Walls for some fun and hopefully a beautiful sunset. 

Day 6 West Side Exploration

Today’s adventures begin with an early morning dolphin search on the west side of Oahu. This early start is the best time to spot playful dolphins. Following the snorkeling, the group will hike to The Pillboxes for panoramic views of the coastline. The rest of the day will be spent exploring the west side’s beautiful, less crowded beaches, perfect for swimming, snorkeling, and relaxing. We’ll bring some skateboards along to capture shots in the scenic surroundings!

Day 7 Farewell to Hawaii

Our final day will be a relaxing day – we can chill at a nearby beach, enjoying some last moments of Hawaiian paradise, followed by a farewell brunch at a local café where we can reflect on the week and talk about planning our next adventures together!

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Ready to get Wild?

Book your seat below and come join us and the crew in
Best of Hawaii with Phil and Sarah
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What's Included
  • Shared Accommodation – Waikiki Hotel, 6 nights 7 days
  • Local hosts and guides
  • Daily Transportation
  • Crouching Lion sunrise hike
  • Lanikai Beach visit
  • Waikiki Fireworks Show
  • Waterfall Hike
  • Beach hopping day
  • West side hike
  • Surf Session (lessons available)
  • Private Shark diving experience
  • China Walls sunset visit
  • Guided Snorkel Session
  • Professional Photos and Videos
  • Mastermind Class

What's Not Included
  • Travel insurance (required)

  • Arrival and departure flights

  • Airport transfers

  • Surf lessons (available at extra charge)

  • Personal expenses
  • Most Meals
Trip Itinerary
Day 1 Aloha & Welcome to Hawaii

Aloha and welcome to beautiful Hawaii! We’ll meet up at our accommodation in Waikiki, hang out and chill for a bit before kicking things off with a group dinner. We’ll share the itinerary and enjoy our first evening together.

Day 2 East Side Adventure

We start early with a sunrise hike at Crouching Lion. It’s a moderately challenging hike but the views of the coastline and lush greenery are totally worth it. After that, we’ll head to China Man’s Hat for a scenic photo session, then spend the afternoon at Lanikai Beach — one of the most beautiful beaches on Oahu! Dinner will be back in Waikiki at a local spot like Marukame Udon or The Barefoot Beach Cafe. Later, we catch the fireworks show over Waikiki Beach at 7 PM.

Day 3 Content Creation, Jungle Exploration, and Mastermind

Today’s all about creating content! We’ll start with an easy hike to Manoa Falls, where the waterfall is stunning. Then, we’ll explore the jungle around the falls, snapping photos and soaking up nature. Evening’s back in Waikiki for sunset on the beach, followed by a group dinner and mastermind session hosted by Phillip and Sarah!

Day 4 North Shore Adventure and Shark Dive

We’ll get an early start and drive up to the North Shore before it gets busy. First stop is the Cage Free Shark Diving tour then we will head to Waimea Bay around 10 AM for some beach vibes and activities. Then we’ll hop between Banzai Pipeline, Sunset Beach, and Ke Iki Beach — with beach volleyball, spike ball, swimming, and chill time. Dinner will be in Haleiwa Town, which has some awesome local spots.

Your Trip Hosts

Phillip Pham

My passion for photography and videography began as a hobby, starting with sports videography in school . At 17, I began securing clients and taking on larger projects, turning my dream into reality. Leaving my family and old life behind, I moved to Hawaii and transitioned into creating travel, lifestyle, and branded content.

Today, I share my adventures while collaborating with brands, using my creativity to inspire positivity and help others. I’m excited to connect with those who share similar dreams!

Sarah Rosenborg

My journey began at just 12 years old in Norway, when I picked up a handy-cam and started capturing everything around me. What started as a simple passion quickly grew into my full-time job during high school. After graduating, I left everything behind to pursue my dream of traveling the world and working with brands. Today, I work as a full-time travel content creator, sharing my adventures and experiences globally. My goal is to inspire and empower others who dream of turning their passions into a career. I’m dedicated to helping like-minded people take one step closer to making their dreams a reality.

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Got any questions about the retreat, we'd love to chat with you!