Glen Osburn
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Glen Osburn's Experience
Glen Osburn
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Glen Osburn's Experience
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Glen Osburn

Global hospitality leader inspiring culture and growth

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Entertainment & Venue

Disney Wish - Disney Cruise Line

Disney Fantasy - Disney Cruise Line

Disney Dream - Disney Cruise Line

Cruise Director

(Head of Entertainment) 

The Disney Wish offers a wide range of entertainment for all ages, blending Broadway-caliber shows, interactive dining, and unique themed experiences. Guests can enjoy original stage productions like Disney Seas the Adventure and Disney’s Aladdin – A Musical Spectacular in the Walt Disney Theatre, or catch movies (including first-run Disney, Pixar, Marvel, and Star Wars films) in two dedicated cinemas. Families can step into immersive worlds through themed dining shows such as Arendelle: A Frozen Dining Adventure and Worlds of Marvel, while kids explore imaginative spaces in the Oceaneer Club, from Marvel Super Hero Academy to Fairytale Hall. Adults can relax in Star Wars: Hyperspace Lounge or live entertainment venues like Luna, while the whole family can experience deck parties, fireworks at sea, and character encounters throughout the ship. 

Disney Dream - Disney Cruise Line

Disney Fantasy - Disney Cruise Line

Disney Dream - Disney Cruise Line

Cruise Director

(Head of Entertainment) 

 The Disney Dream delivers dazzling entertainment at sea with Broadway-style productions, live music, and interactive family fun. In the Walt Disney Theatre, guests can enjoy full-scale musicals like Disney’s Believe and Beauty and the Beast, while the Buena Vista Theatre screens first-run Disney movies. Families are treated to deck parties such as the Pirates IN the Caribbean fireworks show, as well as character meet-and-greets throughout the ship. Kids dive into imaginative play in the Oceaneer Club with themed spaces like Star Wars: Millennium Falcon and Disney Infinity, while teens have their own dedicated hangouts. Adults can unwind in live music lounges, comedy clubs, and nightspots, ensuring nonstop entertainment for every age group. 

Disney Fantasy - Disney Cruise Line

Disney Fantasy - Disney Cruise Line

Disney Fantasy - Disney Cruise Line

Cruise Director

(Head of Entertainment)  

The Disney Fantasy combines Broadway-style stage shows, family fun, and adult-exclusive nightlife into a lineup of entertainment that feels magical from morning to night. In the Walt Disney Theatre, guests are treated to spectacular productions like Disney’s Aladdin – A Musical Spectacular, Disney’s Believe, and Frozen: A Musical Spectacular. The Buena Vista Theatre screens the latest Disney, Pixar, Marvel, and Star Wars films, while families can enjoy deck parties, fireworks at sea, and character greetings throughout the ship. Kids explore imaginative play zones in the Oceaneer Club and Lab, teens have Edge and Vibe, and adults can escape to the Europa entertainment district with themed lounges, music, and dancing. Every evening offers something for all ages, blending Disney magic with world-class entertainment. 

Disney Wonder - Disney Cruise Line

M/S Volendam - Holland America Line

Disney Fantasy - Disney Cruise Line

Cruise Director

(Head of Entertainment) 

 The Disney Wonder offers a rich variety of entertainment that blends Disney storytelling with Broadway-quality productions and family fun. In the Walt Disney Theatre, guests enjoy signature shows like The Golden Mickeys, Frozen: A Musical Spectacular, and Disney Dreams – An Enchanted Classic. Movie lovers can catch first-run Disney films in the Buena Vista Theatre, while families come together for lively deck parties, fireworks at sea, and character meet-and-greets. Kids have imaginative spaces in the Oceaneer Club, including Marvel Super Hero Academy and Frozen adventures, while teens and tweens have their own hangouts. Adults can relax in intimate lounges with live music and entertainment, creating something special for every age group on board. 

Disney Magic - Disney Cruise Line

M/S Volendam - Holland America Line

M/S Volendam - Holland America Line

Cruise Director

(Head of Entertainment)  

The Disney Magic delivers classic Disney cruise entertainment with Broadway-style shows, lively deck parties, and experiences for every age. In the Walt Disney Theatre, guests enjoy productions such as Tangled: The Musical, Disney Dreams – An Enchanted Classic, and Twice Charmed: An Original Twist on the Cinderella Story. The Buena Vista Theatre screens the latest Disney movies, while families gather for the Pirates IN the Caribbean deck party and fireworks at sea, plus character encounters throughout the voyage. Children dive into themed fun in the Oceaneer Club and Lab, teens and tweens enjoy their own dedicated spaces, and adults can unwind in lounges with live music, comedy, and nightlife. The Magic blends timeless Disney storytelling with immersive entertainment for all generations. 

M/S Volendam - Holland America Line

M/S Volendam - Holland America Line

M/S Volendam - Holland America Line

Cruise Director

(Head of Entertainment)   

The M/S Volendam from Holland America Line offers a more elegant and refined style of entertainment, blending live music, cultural programming, and enrichment activities. Guests can enjoy world-class performances at venues like the World Stage, where multimedia productions and guest entertainers take center stage. Holland America’s Lincoln Center Stage showcases chamber music ensembles, while Billboard Onboard features live musicians playing chart-topping hits. The Rolling Stone Rock Room adds energy with classic rock favorites, and cooking demonstrations, destination lectures, and cultural workshops provide enrichment during days at sea. Evenings often include dance parties, piano bar sing-alongs, and regional performances inspired by the ports visited, creating a sophisticated yet lively entertainment experience. 

M/S Amsterdam - Holland America Line

M/S Nieuw Amsterdam - Holland America Line

M/S Amsterdam - Holland America Line

Cruise Director

(Head of Entertainment)  

The M/S Amsterdam, a classic Holland America Line ship, offers a more intimate entertainment experience focused on live music, enrichment, and cultural immersion. Guests can enjoy performances in the World Stage theater featuring guest entertainers, production shows, and destination-inspired performances. Signature venues like Lincoln Center Stage (chamber music), Billboard Onboard (top hits with live pianists), and the Rolling Stone Rock Room (classic rock favorites) provide a variety of musical atmospheres. Enrichment is central, with Explorations Central (EXC) lectures, cooking demonstrations, and cultural workshops that bring the destinations to life. Evenings include dance parties, piano bar sing-alongs, and regional programming, creating a relaxed, sophisticated entertainment style that appeals to travelers who enjoy culture and music in a refined setting. 

M/S Rotterdam - Holland America Line

M/S Nieuw Amsterdam - Holland America Line

M/S Amsterdam - Holland America Line

Cruise Director

(Head of Entertainment)   

The M/S Rotterdam, Holland America Line’s flagship, features the line’s signature “Music Walk,” offering a rich variety of live entertainment venues. Guests can enjoy classical performances at Lincoln Center Stage, chart-topping hits at Billboard Onboard, rock classics at the Rolling Stone Rock Room, and live blues at B.B. King’s Blues Club. The World Stage hosts dynamic production shows with wraparound LED screens, guest entertainers, and cultural performances inspired by the ship’s itineraries. Beyond music, travelers can attend EXC Talks, cooking demonstrations, and destination workshops that bring ports of call to life. Evenings flow from elegant concerts to lively dance parties, providing a sophisticated yet vibrant entertainment experience that blends cultural enrichment with high-energy performances. 

M/S Nieuw Amsterdam - Holland America Line

M/S Nieuw Amsterdam - Holland America Line

M/S Nieuw Amsterdam - Holland America Line

 Cruise Director

(Head of Entertainment)  

The M/S Nieuw Amsterdam blends Holland America Line’s classic elegance with a strong focus on live music, culture, and enrichment. At the heart of its entertainment is the Music Walk, where guests can move between venues like Lincoln Center Stage (chamber music), Billboard Onboard (live piano hits), B.B. King’s Blues Club (soulful blues and Motown), and the Rolling Stone Rock Room (rock favorites). The World Stage showcases multimedia productions, guest entertainers, and destination-inspired shows. Daytime programming includes Explorations Central (EXC) lectures, cooking demonstrations, and cultural workshops that connect travelers with the regions they’re visiting. Evenings come alive with concerts, dance parties, and intimate piano bar sessions, creating a refined yet lively entertainment atmosphere tailored to Holland America’s style. 

M/S Eurodam - Holland America Line

Grandeur of the seas - Royal Caribbean Cruise Line

M/S Nieuw Amsterdam - Holland America Line

 Cruise Director

(Head of Entertainment)   

The M/S Eurodam, one of Holland America Line’s Signature-class ships, delivers a sophisticated mix of live music, enrichment, and cultural programming. Guests can explore the Music Walk, featuring venues like Lincoln Center Stage for classical performances, Billboard Onboard for chart hits played by dueling pianists, B.B. King’s Blues Club for soulful blues and Motown, and the Rolling Stone Rock Room for rock classics. The World Stage presents multimedia production shows, guest entertainers, and destination-inspired performances enhanced by high-tech LED screens. Daytime offerings include EXC Talks, culinary demonstrations, and workshops that connect travelers with local cultures. Evenings flow from concerts and dance parties to intimate piano bar sessions, creating a refined entertainment experience that blends culture, music, and energy in true Holland America style. 

Grandeur of the seas - Royal Caribbean Cruise Line

Grandeur of the seas - Royal Caribbean Cruise Line

Grandeur of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)  / Activities and Events Manager   

The Grandeur of the Seas, one of Royal Caribbean’s Vision-class ships, offers a lively mix of entertainment designed for a more intimate cruise atmosphere. In the Palladium Theater, guests can enjoy Broadway-style production shows, guest entertainers, comedians, and live musicians. The ship also features live music throughout lounges and bars, ranging from piano performances and acoustic sets to dance bands. Daytime and evening activities include themed deck parties, poolside entertainment, game shows, trivia, karaoke, and enrichment programs. Movies are screened both indoors and under the stars, while the casino provides additional late-night energy. With its blend of theatrical performances, live music, and social events, Grandeur delivers Royal Caribbean’s signature fun in a cozy, classic setting. 

Vision of the seas - Royal Caribbean Cruise Line

Grandeur of the seas - Royal Caribbean Cruise Line

Grandeur of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)   

The Vision of the Seas, another of Royal Caribbean’s Vision-class ships, offers a well-rounded entertainment program in a classic, intimate setting. The Masquerade Theatre hosts Broadway-style production shows, comedians, magicians, and guest entertainers. Throughout the ship, guests can enjoy live music in lounges, from piano and acoustic sets to high-energy dance bands. Evenings feature themed deck parties, karaoke, game shows, and late-night dancing, while daytime activities include trivia, enrichment talks, movies (indoor and poolside), and poolside entertainment. The Casino Royale adds extra nightlife, giving adults a Vegas-style experience at sea. Vision blends Royal Caribbean’s signature high-energy fun with a more relaxed, smaller-ship atmosphere that ensures there’s always something happening for every guest. 

Enchantment of the seas - Royal Caribbean Cruise Line

Enchantment of the seas - Royal Caribbean Cruise Line

Enchantment of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)  / Activities and Events Manager   

The Enchantment of the Seas, part of Royal Caribbean’s Vision-class, delivers a vibrant mix of entertainment in a mid-sized, friendly atmosphere. The Orpheum Theatre showcases Broadway-style productions, comedians, magicians, and guest performers. Guests can enjoy live music throughout the ship in lounges and bars, from piano melodies to dance bands and acoustic sets. Daytime activities include poolside games, trivia, enrichment programs, and movies both indoors and on deck, while evenings feature themed parties, karaoke, and interactive game shows. The Casino Royale provides Vegas-style fun, and lounges transform into lively nightlife venues after dark. Enchantment blends Royal Caribbean’s signature energy with the intimacy of a smaller ship, ensuring nonstop entertainment for all ages. 

Radiance of the seas - Royal Caribbean Cruise Line

Enchantment of the seas - Royal Caribbean Cruise Line

Enchantment of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)  / Activities and Events Manager 

The Radiance of the Seas, first of Royal Caribbean’s Radiance-class ships, combines big-ship energy with an elegant, glass-filled design that makes its entertainment feel both lively and sophisticated. The Aurora Theater is the centerpiece, hosting Broadway-style productions, guest entertainers, comedians, and live music shows. Throughout the ship, guests find live music in lounges and bars, ranging from piano and acoustic acts to dance bands and late-night DJs. Families and friends can join in trivia, karaoke, interactive game shows, and poolside entertainment, while movies are shown both indoors and under the stars. The Casino Royale adds Vegas-style excitement, and themed deck parties bring everyone together for dancing under the open sky. Radiance blends Royal Caribbean’s signature variety—stage shows, music, nightlife, and social fun—into a vibrant but comfortable mid-sized ship atmosphere. 

Jewel of the seas - Royal Caribbean Cruise Line

Enchantment of the seas - Royal Caribbean Cruise Line

Serenade of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)  / Activities and Events Manager  

The Jewel of the Seas, a Radiance-class ship in the Royal Caribbean fleet, offers a dynamic mix of entertainment in a bright, glass-filled setting. The Coral Theater stages Broadway-style productions, comedians, magicians, and guest entertainers. Guests can enjoy live music across lounges and bars, with everything from soothing piano sets and acoustic performances to high-energy dance bands and DJs. Daytime programming features trivia, enrichment activities, movies indoors and poolside, and fun poolside games, while evenings come alive with themed deck parties, karaoke, and interactive game shows. The Casino Royale delivers Vegas-style excitement, and nightlife flows through the ship’s lounges with dancing and late-night fun. Jewel blends Royal Caribbean’s signature high-energy entertainment with the intimacy and elegance of a mid-sized ship. 

Serenade of the seas - Royal Caribbean Cruise Line

Navigator of the seas - Royal Caribbean Cruise Line

Serenade of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)   

The Serenade of the Seas, part of Royal Caribbean’s Radiance-class, offers a lively yet elegant entertainment experience in a glass-filled mid-sized ship. The Tropical Theatre is the hub for Broadway-style productions, comedians, magicians, and guest entertainers. Around the ship, guests can enjoy live music in lounges and bars, from piano and acoustic sets to dance bands and DJs. Daytime activities include trivia, enrichment lectures, movies both indoors and under the stars, and poolside games, while evenings feature karaoke, themed deck parties, and interactive game shows. The Casino Royale provides Vegas-style fun, and nightlife continues in bars and clubs for those looking to dance late into the evening. Serenade blends Royal Caribbean’s variety of shows, music, and social events with the intimate charm of a Radiance-class ship. 

Explorer of the seas - Royal Caribbean Cruise Line

Navigator of the seas - Royal Caribbean Cruise Line

Navigator of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)   

The Explorer of the Seas, one of Royal Caribbean’s Voyager-class ships, offers a high-energy lineup of entertainment designed for families, couples, and adventure-seekers alike. The Palace Theatre hosts Broadway-style productions, comedians, magicians, and guest entertainers, while the Studio B ice rink adds a unique twist with dazzling ice-skating shows and open-skate sessions for guests. Live music fills the ship’s many lounges and bars, from piano performances to Latin beats, dance bands, and DJs. Daytime fun includes trivia, game shows, enrichment activities, and movies indoors or poolside, while evenings bring karaoke, themed deck parties, and late-night dancing. The Casino Royale adds Vegas-style excitement, and the Royal Promenade often comes alive with parades and themed events. Explorer blends Royal Caribbean’s signature theatrical shows, ice entertainment, and nonstop music into a vibrant big-ship experience. 

Navigator of the seas - Royal Caribbean Cruise Line

Navigator of the seas - Royal Caribbean Cruise Line

Navigator of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)  

The Navigator of the Seas, a Royal Caribbean Voyager-class ship, delivers a bold mix of entertainment with both signature Royal shows and unique high-energy offerings. In the Royal Theater, guests can enjoy Broadway-style productions, comedians, and guest performers, while Studio B presents spectacular ice-skating shows and guest skate sessions. The Royal Promenade is the heart of the ship, featuring parades, theme parties, and pop-up performances. Live music fills lounges and bars with piano sets, Latin rhythms, dance bands, and DJs, while the Casino Royale offers Vegas-style action. Daytime brings trivia, poolside games, and enrichment programs, while evenings light up with karaoke, interactive game shows, and deck parties under the stars. Navigator combines Royal Caribbean’s hallmark big-ship entertainment—Broadway, ice shows, music, and nightlife—into a vibrant cruise experience. 

Freedom of the seas - Royal Caribbean Cruise Line

Freedom of the seas - Royal Caribbean Cruise Line

Freedom of the seas - Royal Caribbean Cruise Line

Cruise Director

(Head of Entertainment)  / Activities and Events Manager 

The Freedom of the Seas, a Freedom-class ship from Royal Caribbean, packs in a wide variety of entertainment that combines Broadway-caliber shows with signature Royal experiences. The Arcadia Theater hosts dazzling productions, guest entertainers, comedians, and magicians, while Studio B features Royal Caribbean’s famous ice-skating shows alongside open-skate sessions. The Royal Promenade comes alive with parades, dance parties, and themed events, creating a lively hub at sea. Throughout the ship, guests enjoy live music in lounges and bars, from piano sets and Latin beats to full dance bands and DJs. Daytime fun includes trivia, movies indoors and poolside, enrichment activities, and poolside games, while evenings bring karaoke, interactive game shows, and deck parties under the stars. The Casino Royale adds Vegas-style nightlife, rounding out a lineup that makes Freedom of the Seas a ship buzzing with energy from morning until late night. 

Copyright © 2025 Glen Osburn - All Rights Reserved.

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