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Pleasant Connections Pleasant Holidays is one of the largest travel advisor focused travel companies in the United States.

Pleasantconnections is the Pleasant Holidays page dedicated to Travel Advisors.

Members of the Pleasant Holidays leadership team enjoyed a friendly visit Wednesday with the team from our Hawaii Marrio...
07/02/2025

Members of the Pleasant Holidays leadership team enjoyed a friendly visit Wednesday with the team from our Hawaii Marriott suppliers, who stopped by while hitting the road in California to spread the Aloha Spirit. Mahalo, Marriott, and here’s to many successful years working together to offer amazing Hawaii vacations!

Wailea Beach Resort - Marriott, Maui
The Westin Maui Resort and Spa
Waikoloa Beach Marriott Resort & Spa
The Ritz-Carlton Maui, Kapalua
Waikiki Beach Marriott Resort & Spa
The Ritz-Carlton, Waikiki Beach
Sheraton Maui Resort & Spa
Sheraton Kauai Resort

In its top story Tuesday, travel trade publication TravelAge West features an interview with Pleasant Holidays President...
04/02/2025

In its top story Tuesday, travel trade publication TravelAge West features an interview with Pleasant Holidays President & CEO David Hu. The wide-ranging interview covers Pleasant Holidays’ opportunities, trends in the travel industry and his outlook on the future of the company.

“Jack (Richards) has done a great job shepherding this company over the last 17 years. He's done great in terms of maintaining the profitability and the growth of the company,” Hu says in the article. “But, do I look at what he's left me and say, ‘Hey, there's a huge opportunity here?’ Heck yeah, I do.”

We look forward to continued success under David’s leadership and welcome him to the Pleasant Holidays family.

Read the article now at: https://ow.ly/FGtC50UTx4u

The Pleasant Holidays family extends its sincere gratitude to our retiring President & CEO, Jack E. Richards as he compl...
31/01/2025

The Pleasant Holidays family extends its sincere gratitude to our retiring President & CEO, Jack E. Richards as he completes his tenure today.

In the past 17 years, Jack has guided Pleasant Holidays through boom times, economic downturns, and the pandemic. He leaves behind a thriving company that is prepared to face any challenges.

We wish Jack the best in his retirement as he seeks to satisfy his lifelong wanderlust with travel and new experiences. Thank you, Jack, for your leadership.

1/11/25 10:15 AM UPDATE: We are continuing to experience technical challenges due to the Southern California wildfires, ...
11/01/2025

1/11/25 10:15 AM UPDATE: We are continuing to experience technical challenges due to the Southern California wildfires, and as a result hold times may be longer than usual.

We appreciate your patience as we work to restore our operations to full capacity. If you are not scheduled to travel in the next seven days, please use our online self-service tools to make trip payments, update flight information, request a quote, change an itinerary or cancel.

Self-service: https://ow.ly/jUja50UCFpp

1/10/25 10:00 AM Wildfire UPDATE:We are continuing to experience technical difficulties due to the Southern California w...
10/01/2025

1/10/25 10:00 AM Wildfire UPDATE:
We are continuing to experience technical difficulties due to the Southern California wildfires and winds as well as heavy call volume due to winter storm impacts, thus hold times may be longer than normal. We appreciate your patience as we work to restore our operations…

1/9/25 3:30PM Wildfire UPDATE: Our technical issues remain ongoing due to the Southern California wildfires, and hold ti...
10/01/2025

1/9/25 3:30PM Wildfire UPDATE: Our technical issues remain ongoing due to the Southern California wildfires, and hold times may be longer than usual.

We appreciate your patience while we work to restore our operations to full capacity. If you are not scheduled to travel in the next seven days, please use our online self-service tools to make trip payments, update flight information, request a quote, itinerary change, or cancellation.

Self-service: https://ow.ly/jUja50UCFpp

1/9/25 8:30am Wildfire UPDATE: We are continuing to experience technical challenges due to severe outages caused by the ...
09/01/2025

1/9/25 8:30am Wildfire UPDATE: We are continuing to experience technical challenges due to severe outages caused by the Southern California wildfires, and hold times may be longer than usual.

We appreciate your patience while we work to restore our operations to full capacity. If you are not scheduled to travel in the next seven days, please use our online self-service tools to make trip payments, update flight information, request a quote, itinerary change or cancellation.

Self-service: https://ow.ly/jUja50UCFpp

Thank you to all of our valued travel advisors! Thank you for your partnership and friendship! 🫶🏼Cheers 🥂 to an amazing ...
31/12/2024

Thank you to all of our valued travel advisors! Thank you for your partnership and friendship! 🫶🏼
Cheers 🥂 to an amazing and prosperous 2025!

24/12/2024
Our Pleasant Holidays/Journese Business Development Managers are here for you! 🫶🏻 They can’t wait to show you all the be...
20/12/2024

Our Pleasant Holidays/Journese Business Development Managers are here for you! 🫶🏻
They can’t wait to show you all the benefits of working with Pleasant Holidays & Journese!

Today we highlight our Business Development Manager Krystyna Sanson, who’s been covering the southeast territory for almost 15 years with us. Her territory includes Alabama, Georgia, Mississippi, Tennessee and North and South Carolina.

She loves to help advisors learn about the destinations we sell and all that you can book with Pleasant Holidays and Journese. Quick reminder, we offer a lot! 🌎
Her advisors are not just customers, they are friends. She is known for working with travel advisors to grow their business and is always ready to help!

If you are in Krystyna’s territory, feel free to reach out to her to learn more about Pleasant Holidays & Journese!
[email protected]

🛳️📣 Did you hear? We are excited to announce we are now offering Explora Journeys.. 🤩
17/12/2024

🛳️📣 Did you hear?
We are excited to announce we are now offering Explora Journeys.. 🤩

13/12/2024

Thank you! 🫶🏻
We are truly honored and humbled to be recognized at the Travel Weekly Readers Choice Awards with the award for Best Tour Operator – Hawaii, for the 21st consecutive year.
Together, Pleasant Holidays and Journese have earned 10 awards for service quality excellence in 2024. We remain focused on providing the best Travel Advisor support in the industry to our many destinations worldwide.
If you voted for us, we thank you for your continued confidence and business throughout 2024.
If you have yet to give us a try, we invite you to partner with us and see for yourself how our exemplary customer service and sales support can make a world of difference to you and your customers in 2025 and beyond.
To register Your Travel Agency, please contact our Sales department at 1-800-442-3234 or [email protected].

Today marks the end of an era at Pleasant Holidays with the announcement that our President & CEO, Jack E. Richards, wil...
04/12/2024

Today marks the end of an era at Pleasant Holidays with the announcement that our President & CEO, Jack E. Richards, will retire in January after 46 years in the travel industry. With Jack in the lead, Pleasant Holidays has diversified its vacation offerings beyond a Hawaii-centric organization to a global travel company providing vacation packages, cruises and travel related services to 84 countries worldwide. We wish him the best as he embarks on his next chapter.

“It has been an incredible honor to lead and serve this great company for over 17 years as President & CEO. I am extremely proud of what we accomplished and am forever grateful to the Pleasant Holidays team,” he said. “The company is well-positioned for long-term growth and continued success.”

As we reflect on the 17 prosperous years under Jack’s capable leadership, we look forward to continued growth and innovation under the guidance of our incoming President & CEO, David Hu.

David brings a wealth of travel-industry experience to the helm of Pleasant Holidays, including 13 years leading a luxury tour operator. We welcome him and look forward to thriving under his leadership.

“Pleasant Holidays is a company that I have greatly admired from afar. This admiration is rooted not just in the company’s many accomplishments and accolades, but also the culture and the dedication of its employees. Pleasant Holidays’ team has worked tirelessly to lay the foundation necessary for the next chapter of the company’s journey” said, Hu. “I am excited and humbled that I will be a part of that journey.”

Thank you for your partnership!
27/11/2024

Thank you for your partnership!

Last Chance to Vote:Choose Pleasant Holidays and Journese in the 2024 Travel Weekly Readers Choice Awards. Voting ends N...
25/11/2024

Last Chance to Vote:
Choose Pleasant Holidays and Journese in the 2024 Travel Weekly Readers Choice Awards. Voting ends November 30.

Nominated for:
• Best Tour Operator, Hawaii
• Best Tour Operator, Asia/Pacific
• Best Tour Operator, Domestic Packaged
• Best Tour Operator, Caribbean
• Best Tour Operator, Mexico
• Best Tour Operator, Group, Packaged
• Best Tour Operator, Packaged Sales and Service
• Best Tour Operator, Packaged Overall
• Best Tour Operator, Luxury (Journese)
This Thanksgiving season, we are grateful for the opportunity to help you support your clients. Please support Pleasant Holidays and Journese by casting your vote today.

Vote Here: https://www.travelweekly.com/readers-choice-finalists

We would be honored to have your vote! Voting ends November 30. 🏆🏆
15/11/2024

We would be honored to have your vote! Voting ends November 30. 🏆🏆

We are excited to announce that we have been nominated for 9 Travel Weekly Readers Choice Awards! 🏆
Thank you for your nominations, we would be honored to have your vote! 🫶🏻

https://www.travelweekly.com/readers-choice-finalists

Our Pleasant Holidays/Journese Business Development Managers are here for you! 🫶🏻 They can’t wait to show you all the be...
08/11/2024

Our Pleasant Holidays/Journese Business Development Managers are here for you! 🫶🏻
They can’t wait to show you all the benefits of working with Pleasant Holidays & Journese!

Highlighting our most tenured Business Development Manager this week, Adriene Xerri. One week ago, Adriene celebrated her 31st year with Pleasant Holidays.
Congratulations Adriene! 👏🏼🎉

She is known for helping travel advisors grow their business. Her knowledge about the industry, Pleasant Holidays & Journese plus the destinations we sell, is unmatched.
Her Southern California territory consists of Orange County & Palm Springs, she also covers Hawaii.

If you are in Adriene’s territory, feel free to reach out to her to learn more about Pleasant Holidays & Journese!
[email protected]

Launch alert! Book Roatan with Pleasant Holidays! 🦜☀️🤿
05/11/2024

Launch alert! Book Roatan with Pleasant Holidays! 🦜☀️🤿

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Opening Hours

Monday 06:00 - 18:00
Tuesday 06:00 - 18:00
Wednesday 06:00 - 18:00
Thursday 06:00 - 18:00
Friday 06:00 - 18:00
Saturday 07:00 - 16:00

Telephone

+18662476659

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Pleasant Connections - for Travel Professionals

Founded in 1959, Pleasant Holidays specializes in customizable leisure travel packages. Our ever-expanding portfolio of destinations features the world’s most popular vacation destinations, including Hawaii, Australia, Canada, Caribbean, Central America, Cook Islands, Europe, Fiji, Japan & Asia, Mexico, New Zealand, South America, Tahiti, United Arab Emirates, United States, and ocean and river cruises.

The company’s portfolio of travel brands includes Pleasant Holidays, Journese, Air By Pleasant and Pleasant Activities. Pleasant Holidays is a subsidiary of the Automobile Club of Southern California, an insurance, financial services, roadside assistance and travel company that serves more than 16 million AAA Members across 21 states.