Luxury Leisure Travel

Intimate. Exclusive. Utterly enchanting. Those are the hallmarks of a custom Awestruck itinerary, designed just for you, from the ground up.

Luxury leisure travel is the design of highly personalized journeys that prioritize flow, access, and ease over excess or volume. It is not defined by star ratings or price points, but by how seamlessly the experience unfolds from departure to return.

We don’t do “big box” tours; instead, your itinerary will be thoughtfully tailored to appeal to your passions and long-held travel desires. We’ve cultivated relationships with local experts who have deep connections to their destinations—like the fifth-generation South African safari guide who knows exactly where to find the most captivating animals, or the Tuscan nonna who will usher you into her honey-colored farmhouse kitchen for an afternoon of rolling gnocchi. 

We design custom land, cruise, and jet-based itineraries across all seven continents. Our custom itinerary services include: 

• securing world-class accommodations
• arranging air travel (private and commercial)
• Coordinating ground transportation
• designing bespoke sightseeing
• planning immersive local activities
• Curating exceptional dining experiences
• securing hard-to-access event tickets
• providing discrete, 24/7 concierge support

High-complexity travel

High-complexity travel involves journeys with layered logistics, multiple destinations, remote access, or time-sensitive requirements that demand expert coordination and contingency planning.

Travel with Awestruck specializes in high-complexity travel that feels effortless to the traveler. Our role is to manage the complexity behind the scenes — such as routing, permits, transitions, and on-the-ground coordination — so the experience itself feels intuitive, calm, and cohesive.

For 16 years, we have built close relationships with in-destination partners on all seven continents to seamless manage logistics, taking on the complex itineraries that most travel agencies avoid. 

Our high-complexity travel services include:

• Designing Multi-destination itineraries with ideal routing 
• Securing accommodations 
• Arranging air travel (private and commercial)
• Managing all ground transportation and charters
• coordinating in-destination event and celebration logistics
• arranging exceptional sightseeing, local experiences, dining, and event access with our network of global partners

Group travel

Travel should be effortless, whether it is for one person or 500. We bring our signature personalized service experience to groups of all sizes, aligning every detail to create a sense of togetherness that feels natural, not orchestrated.

Luxury group travel is the intentional design of shared journeys that balance collective moments with individual autonomy. It requires thoughtful pacing, spatial planning, and logistics that support connection without sacrificing comfort or flexibility.

We manage every aspect of group travel, from negotiating contracts with accommodations and other vendors to coordinating ground logistics and providing elevated touches for your VIPs. We partner with you to understand and shape your vision, then flawlessly execute in alignment with your objectives. We make group travel not only effortless, but exceptional, while staying behind-the-scenes to allow you to receive the acclaim of a flawless trip as the group leader..

We support groups of all sizes, from multi-generational family trips and milestone celebrations to 350+ person incentive trips. Our group travel planning services include all of our custom and high-complexity services, as well as:

• negotiating hotel contracts
• coordinating group air travel and ground transport
• booking and supporting group members
• Planning and orcehstrating group events and excursions
• advising on strategy and budget management 

Honeymoon and romance travel

Romance travel includes honeymoons, anniversaries, and intimate escapes designed around privacy and emotional connection.

At Travel with Awestruck, honeymoon and romance travel is crafted with nuance,  balancing meaningful experiences with space to slow down, ensuring the journey feels personal, restorative, and deeply aligned with the couple at its center.

No two Awestruck honeymoons are alike. Your honeymoon should reflect your love story. Whether that means relaxing in an overwater bungalow in the Maldives, hiking the Inca Trail in Peru, or island-hopping in the Mediterranean, our honeymoon experts have the industry relationships, personal experience, and expertise to craft a personalized, unforgettable experience for you. 

Your honeymoon is a once-in-a-lifetime adventure that marks the beginning of your married life, and our team is dedicated to making it all that it can be. Our honeymoon planning services include:

• securing world-class accommodations
• arranging air travel (private and commercial)
• Coordinating ground transportation
• designing bespoke sightseeing
• planning immersive local activities
• Curating exceptional dining experiences
• securing hard-to-access event tickets
• Arranging romantic surprises

destination weddings

If one day should leave you awestruck, it should be your wedding day. 

Destination weddings are immersive travel experiences centered around your celebration, requiring coordination across guests, venues, accommodations, and travel logistics.

Travel with Awestruck designs destination weddings that prioritize guest experience, seamless travel flow, and thoughtful pacing, allowing couples to be fully present while we manage the complexity behind the scenes.

At  Travel With Awestruck, we start with you. Your dedicated destination wedding specialist will take the time to get to know your love story, personal preferences, and the guest experience you’ve been yearning to share with your loved ones. Then, we’ll hand-select breathtaking resorts, packages, and vendors for you, using our decades of experience and unparalleled knowledge of the destination wedding industry. 

Our destination wedding services include:

• Matching you to the perfect venue and resort
• Negotiating group room rates and securing your room block
• Managing all guest travel 
• Building a custom wedding website
• arranging private excursions and events
• advising on budget, venue selection, and more
• supporting communication with the hotel or resort

Incentive and retreat travel

Corporate meetings and incentive travel combine business objectives with curated experiences designed to motivate, reward, and connect teams.

Travel with Awestruck brings a unique approach to corporate incentive and event travel that places strategy and ROI measurability at the heart of what we do. This approach has been featured in Travel Weekly, Sales and Marketing Management, Conference & Meetings World, and more. 

We deliver a differentiated event travel experience for visionary leaders who believe travel can transform teams, culture, and performance. Through our sister brand, Awestruck Incentives, we design incentive programs, meetings, and executive retreats that move beyond reward, creating connection, loyalty, and lasting inspiration.

We believe that corporate event travel should be as strategic and measurable as it is unforgettable. What sets us apart is our philosophy and our expertise: founded by a Harvard-educated, ex-McKinsey strategist, our team blends the soul of travel with rigorous business insight. Every program is crafted to reflect your brand’s identity, foster meaningful relationships, and deliver tangible results on your enterprise goals, turning every journey into both a memorable experience and a strategic advantage.

From private island buyouts and luxury resort takeovers for 500 to immersive retreat experiences for just 5 executives, we orchestrate every detail with the same precision and artistry that defines all Awestruck journeys. Your team departs re-energized, united, and already dreaming of what’s next

jet and yacht charters

Charter travel refers to the private use of aircraft or vessels designed to enhance access, timing, and experience within a broader journey.

At Travel with Awestruck, private aviation and yacht charters are integrated intentionally into our custom itineraries as needed, ensuring they serve the rhythm, goals, and complexity of the overall travel experience.

We approach charters holistically, evaluating when they add value and when other options may better serve the journey. We also support out clients in building itineraries entirely around private charters, such as structured private jet journeys and group yacht experiences. 

From private jet charters that protect momentum to yacht itineraries that unlock remote coastlines, our team manages the coordination, partners, and logistics required to deliver a seamless experience. We work with trusted charter operators and B2B partners worldwide, ensuring safety, transparency, and fit.

Our charter services include:

• supporting you in assessing whether a private charter is the right fit
• vetting and negotiating with preferred charter partners
• explaining charter pricing and supporting contracting
• managing charter provider communications
• designing the itinerary beyond the charter for a holistic, seamless travel experience