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The Corner Office Confidential Podcast Cruise 2026

Sep 26 - Oct 3, 2026

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Your Advisor

Wendy Pochop

Untethered Voyages

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hello@untetheredvoyages.com

443.345.9119

Overview


A 5-night Pacific Coastal cruise designed specifically for The Corner Office Confidential Podcast community, combining the strategic insights of executive leadership development with the transformative experience of travel. This unique one-way journey from Vancouver to San Diego mirrors the executive advancement experience - starting in one place and boldly ascending to somewhere completely new at the leadership level.

Trip Details


Cruise Packing List: Vancouver to San Diego

Essential Documents & Money Passport & ID: Ensure your passport is valid for at least 6 months beyond your travel dates. Cruise Documents: Boarding passes, itinerary, and any special event tickets. Travel Insurance: Coverage for health, belongings...

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Day 2 · Sun, Sep 27 · Vancouver, British Columbia, Canada


About Your Cruise Line - Royal Caribbean International

Holiday in Everyway

This isn’t a holiday. It’s choose your own adventure with the ones who matter most. Whether you’re an epicurean explorer, a culture craver or a thrill seeker, it’s all here. So bring your bucket list — once-in-a-lifetime is around every corner. On award-winning ships including our very own Anthem of the Seas, across 270-plus ports around the globe rich in culture and flavour, to the beautiful crystal waters of our private destinations Perfect Day...

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About Your Ship - Serenade of the Seas

Dive into new discoveries as you sail onboard Serenade of the Seas®.

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Vancouver, British Columbia

Sep 27

Vancouver is a delicious juxtaposition of urban sophistication and on-your-doorstep wilderness adventure. The mountains and seascape make the city an outdoor playground for hiking, skiing, kayaking, cycling, and sailing—and so much more—while the ...

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Stateroom Options

Sep 27 - Oct 2, 2026 · Check in: 12:00AM UTC

3 room options · Starting at $975

Sailaway Deck Party

Join your fellow career changers on deck as we watch Vancouver fade into the distance—the perfect symbolic start to your transformation journey. Celebrate new beginnings with cocktails, conversations, and the excitement of heading toward something...

Group Kickoff Session

Break the ice and set strategic intentions for your leadership development experience! Each participant shares their current leadership role and executive aspirations in just 2 minutes, creating instant connections and understanding within your ex...

Welcome Dinner

Continue building connections over a relaxed group dinner, giving you more time to get to know your fellow travelers and start forming the relationships that will support your career journey.

Day 3 · Mon, Sep 28 · Astoria, Oregon, United States


Astoria, Oregon

Sep 28

Astoria is a charming blend of maritime history and small-town authenticity that feels like a hidden gem on the Pacific Northwest coast. Perched at the mouth of the mighty Columbia River where it meets the Pacific Ocean, this historic port city of...

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Group Shore Excursion: Kayaking John Day Slough & Lunch

Overview Experience the tranquil beauty of Oregon’s waterways on a gentle kayak shore excursion through the serene John Day Slough – perfect for first-time paddlers or seasoned explorers. Highlights After a short drive from port, your journey begi...

Group Dinner & Evening Reflection Session

Share a delicious dinner together before reflecting on the day's shore excursion discoveries. What leadership insights did Astoria reveal about your own executive potential and unique path to the C-suite?

Day 4 · Tue, Sep 29 · At Sea


Group Breakfast

Start your sea day with strategic networking over coffee and breakfast, setting the tone for a day of executive development, learning, and meaningful connections with your leadership community.

Morning Workshop: Executive Presence - What's Really Holding You Back from the C-Suite?

Imposter syndrome and self-limiting beliefs are the invisible barriers that keep talented women from reaching executive leadership. In this interactive 90-minute workshop, we'll dive deep into the real obstacles behind leadership plateau - from ob...

Free Time (Pool, Spa, Explore the Ship, or Just Relax!)

Enjoy time to relax, explore the ship's amenities, process your insights, or simply take in the ocean views at your own pace.

Live Podcast Recording: 3 Executive Success Stories

Listen to inspiring real-life executive advancement stories from accomplished leaders, recorded live for future Corner Office Confidential podcast episodes. Learn the strategies, pivotal moments, and behind-the-scenes decisions that led to C-suite...

Group Happy Hour

Unwind with ocean views and cocktails after a day of workshops and executive development. The perfect time for deeper strategic conversations and celebrating the leadership progress you're making.

Free Time (Dinner on your own, Explore dining venues)

Enjoy time to relax, explore the ship's amenities, process your insights, or simply take in the ocean views at your own pace.

Executive Skills Showcase - Strategic Networking (Or Enjoy Ship Entertainment!)

Get ready for the most valuable networking event you've ever experienced! In this engaging twist on traditional networking, participants showcase their professional expertise and strategic capabilities in a dynamic, supportive environment. How it ...

Day 5 · Wed, Sep 30 · San Francisco, California, United States


San Francisco, California

Sep 30

Here's a similar description/overview for San Francisco: San Francisco is an intoxicating blend of iconic landmarks, innovative spirit, and dramatic natural beauty that creates one of the world's most captivating cities. Built on 43 rolling hills ...

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Optional Group Activities

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Optional Add-On

San Francisco Vintage VW Bus Tour

Take a journey around San Francisco's top sights in a retro way with this small-group tour by vintage Volkswagen bus, decorated with long eyelashes so you can't miss your tour vehicle. You'll pass by neighborhoods like Chinatown, Union Square, Pac...

Optional Add-On

San Francisco City Tour with Alcatraz Admission

Tour San Francisco in an open-air safari jeep, then visit Alcatraz during this half-day urban adventure. With your small group, cruise through the city, passing landmarks like the Golden Gate Bridge and Twin Peaks, then winding through the city's ...

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Independent Exploration

San Francisco is your oyster! For the independent spirits who prefer to chart their own course, take advantage of having an entire day to explore this incredible city at your own pace. Whether you want to wander through eclectic neighborhoods like...

Live Q&A with Jenny & Friends

This is your chance to go behind the scenes with Jenny Smith and her special guest executive leaders for an intimate, unscripted conversation about advancing to the C-suite! Unlike a traditional panel, this interactive session puts YOU in the driv...

Day 6 · Thu, Oct 1 · At Sea


Free Time (Sleep In, Room Service, or Early Deck Walks)

Enjoy time to relax, explore the ship's amenities, process your insights, or simply take in the ocean views at your own pace.

Morning Workshop: The 90-Day Executive Positioning Plan - Strategic Next Steps

You've got the executive vision - now let's create your strategic roadmap! This hands-on workshop transforms your executive advancement goals into a concrete, actionable 90-day positioning plan you can start implementing the moment you get home. W...

Free Time (Coffee, Pool Time, or Ship Exploration)

Enjoy time to relax, explore the ship's amenities, process your insights, or simply take in the ocean views at your own pace.

Group Brunch

Celebrate your leadership development journey with a leisurely brunch, reflecting on your strategic insights over the past few days and energizing for your final day of executive planning.

Executive Vision Board Session (Optional)

Transform your leadership aspirations into a powerful visual reminder! In this inspiring 90-minute session, you'll craft a personalized vision board that captures not just the executive role you want, but the impact and influence you want to have ...

Free Time (Perfect for Spa, Fitness, Shopping, or Just Relaxing)

Enjoy time to relax, explore the ship's amenities, process your insights, or simply take in the ocean views at your own pace.

One-on-One Executive Speed Coaching (Optional)

Get personalized executive guidance in focused 15-minute power sessions with Jenny and her hand-picked executive coaches! This is your opportunity to dive deep into your specific leadership advancement challenges with expert one-on-one attention. ...

Free Time (Freshen Up, Rest, or Enjoy Ship Activities)

Farewell Reception

Toast to your executive transformation! Join fellow aspiring leaders for cocktails and one last round of strategic conversations before our formal farewell dinner. Exchange final contact information, make those crucial last-minute connections, and...

Farewell Dinner

Our signature celebration dinner brings the entire group together in the main dining room for an elegant finale to your career flip cruise. Beyond the delicious meal, we'll hold our special "commitment ceremony" where volunteers can share their 90...

Late Night Executive Celebration (Optional)

Keep the strategic connections flowing! For those who aren't ready to conclude the experience, join us for networking, music, and those final meaningful conversations that happen when the formal sessions are over. This is where the most valuable p...

Day 7 · Fri, Oct 2 · San Diego, California, United States


San Diego, California

Oct 2

San Diego is the perfect embodiment of the California dream—endless sunshine, pristine beaches, and a relaxed coastal lifestyle that immediately puts visitors at ease. With an average of 260 sunny days per year and temperatures that rarely stray f...

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Sunrise Send-Off

Begin your executive journey as the sun rises over San Diego! For early risers who want to mark this symbolic leadership moment, join us on deck to watch the sunrise on your final morning together. There's something powerful about beginning your "...

Group Breakfast (Optional)

Your final opportunity to connect before everyone returns to their leadership roles! This casual breakfast brings the executive community together one last time to exchange those final professional connections, share contact information, and embra...