Custom Vacation Packages Tailored to You

Flights, accommodations and experiences brought together.

Some vacations do not fit neatly inside a resort or cruise itinerary, and that’s exactly where custom vacation planning comes in.

TryShy Travel creates personalized vacation packages that combine the accommodations, transportation and experiences that make sense for you. From a quick U.S. getaway to a multi-city European vacation, we’ll turn your ideas into an organized, intentional trip that feels uniquely yours.

What Your Custom Vacation Package Can Include

Choose the travel components you need, and we’ll help connect them into one thoughtfully planned experience.

  • Flights and accommodations

  • Private or shared transfers

  • Tours, excursions, and experiences

  • Multi-city or multi-destination itineraries

  • Research and expert recommendations

  • Travel protection options

A woman standing in front of the Leaning Tower of Pisa, smiling and pointing at it.
A woman standing in front of two blue signs indicating routes to the Malvinas Islands. One sign is in English and the other in Spanish, with the maps of the islands and distances. The woman is wearing black sunglasses, a black jacket, and floral pants.

Trips We Can Customize

We plan U.S. getaways, Hawaii vacations, European city breaks, multi-country itineraries, Central and South America vacations, milestone celebrations and other personalized travel experiences. Your package is built around your destination, preferred pace, interests and budget.

What the People Say

“Shyla was a great help. She made our travel easy and pleasurable.”

— Barry P.

“Very professional, knowledgeable and extremely patient!”

— Mike H.

“Shyla was absolutely wonderful. This was my first time booking a trip through a travel agent, and this may be the only way I travel internationally in the future! She was able to work with my budget and I thought the pricing was very fair and reasonable. Shyla also valued my feedback as a client. She is truly the consummate professional.”

— Maya E.

“Shyla was absolutely amazing. She put together the perfect vacation package at a great price. She was able to get all of our requests and more!
In under 48 hours we were booked for our vacation cruise that begins next month. Our new go to for all future travel plans!”

— Judi C.

Custom Vacation Package FAQs

  • A custom vacation package can include flights, hotel or resort accommodations, airport transfers, rental cars, rail transportation, tours, excursions, travel protection and other experiences. Your package will be personalized based on your destination, travel dates, interests, budget and the services you would like TryShy Travel to coordinate.

  • No. An all-inclusive vacation typically includes accommodations, meals, select beverages and resort activities in one resort rate. A custom vacation package combines the individual travel components you need, such as flights, hotels, transportation and activities. This option is ideal for destinations or itineraries that extend beyond one all-inclusive resort.

  • Yes. TryShy Travel can coordinate multi-city and multi-country vacations, including accommodations, transportation between destinations, tours and other travel details. Because these itineraries involve more planning, we recommend starting early to allow time to compare routes, availability and experiences.

  • Payment plans are available for many vacation packages after the required deposit is paid. Deposit amounts, payment schedules and final payment deadlines vary based on the airlines, hotels, tour operators and other travel suppliers included in your package. We will explain the applicable payment terms before your reservation is confirmed.

  • Yes. We use your estimated total budget to recommend destinations, accommodations and experiences that are realistic for your trip. Being flexible with your travel dates, departure airport, hotel category or destination may provide more options. We will also let you know if your expectations and budget need to be adjusted before planning moves forward.

  • We recommend beginning six to twelve months before departure for most custom vacations. Start even earlier for international trips, multi-country itineraries, holiday travel, milestone celebrations or destinations with limited availability. Planning ahead generally provides better choices for flights, accommodations and experiences.

Ready to Build Your Perfect Vacation Package?

Tell us where you want to go and what you want the experience to feel like. We’ll help arrange the right combination of accommodations, transportation and activities.

Build My Vacation Package!