Travel and Tourism Awards 2026 | 6 Jennifer Olson founded Sun Day Travel in 2022, something it seems she was destined to do with such a deep passion for travel. With over 40 years of travel experience, including exploring all 50 American states, over 20 countries, and more than a dozen cruises, she combines her lived experience with a love of planning, knowledge, and adventure. Jennifer and her team delight in sharing their adoration of travel with clients – and we’re keen to learn more from the woman herself. Best Personalised Leisure Travel Planning Service 2026 - Indiana supported by thoughtful pacing, behind-the-scenes preparation, and proactive problem solving. “From a leadership and management perspective, our pursuit of excellence is driven by clear standards and dedicated systems. Each advisor operates within a shared framework for communication, planning, and client care, ensuring consistent experiences while preserving the individuality of each traveller and advisor relationship. Ongoing education and supplier partnerships allow us to remain informed, confident, and selective in the trips we design.” She continues, “We also recognise that true luxury is most evident when plans change. Our team is trained to respond calmly, decisively, and discreetly, resolving challenges quickly and often before they reach the client. This level of support allows our travellers to feel fully cared for without distraction. “Our commitment to quality is ultimately rooted in stewardship. We treat every itinerary as a responsibility, not a transaction, and manage our agency with the understanding that trust is the most valuable luxury we can offer.” Ultimately, it is easy to see how Sun Day Travel has come to be named Best Personalised Leisure Travel Planning Service 2026 – Indiana, with the team’s passion for what they do truly shining through, in the exceptional way they deal with clients and the remarkable experiences they craft. Now, we are keen to find out what’s next for the agency. Jennifer shares that it will be focused on growth, handpicking new individuals to joining the team, while continuing to ensure every staff member is expertly trained, well supported, and aligned with the service standards, meaning more travellers can be served without compromising on top quality. Alongside that, 2026 and 2027 will see expansion of its hosted and group travel offerings, with several curated experiences planned, including hosted swim cruises, Alaska cruises and tours, Tahiti cruises, river cruises, and safaris. Jennifer concludes, “We see Sun Day Travel continuing to evolve as both a trusted travel agency for savvy, discerning travellers and a destination agency for advisors seeking mentorship, structure, and long-term growth. By expanding our team intentionally, we are building an agency that remains boutique in feel while growing with impact. “Our focus remains steady, to elevate the traveller experience, deepen specialisation, and create meaningful travel opportunities that reflect the care, expertise, and intention behind everything we do at Sun Day Travel.” Company name: Sun Day Travel LLC Contact name: Jennifer Olson, Owner and Founder Email: [email protected] Website: www.sundaytravelllc.com Sun Day Travel is a boutique travel agency grounded in expertise, personalisation, and genuine human care – all to deliver travel experiences that are nothing short of exceptional. Its team comprises a diverse team of dedicated, highly trained advisors, who each bring their own specialised knowledge of travel destinations around the world, so the agency doesn’t have to stick to one niche or planning style. This means it can fulfil the needs of all kinds of travellers, no matter their requirements, interests, or travel goals. This approach allows the agency to match clients to an advisor whose expertise aligns perfectly with the type of travel they are seeking. Whether all-inclusive vacations, European travel, hosted swim cruises, luxury, beach, expedition, river cruising, golf trips, fishing trips, or Walt Disney World, there is a specialist to thoughtfully and thoroughly make it all happen – even navigating food allergies, special needs, and complex logistics as required. Guiding the team’s operations every day are core values of personalisation, ensuring every trip is designed entirely around the unique traveller; integrity, guiding recommendations with honest advice and transparent communication at every stage; education and expertise, ensuring advisors receive comprehensive training, mentorship, and supplier relationships so they are well-versed in everything they do; collaboration, believing a strong team that works closely together delivers better outcomes than any individual working alone; and above all, trust and long-term relationships, both with clients and across the team. “We begin every trip with a highly curated planning process, taking the time to understand how our clients want their travel to feel before making recommendations,” Jennifer explains. “Rather than overwhelming clients with options, we present a refined selection aligned with their priorities,
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