Your trip.
Your questions.

A custom travel planner turns your preferences, budget, dates, and travel companions into a coordinated itinerary. Jess.Travel handles research and the details of stays, activities, dining, and getting around. You buy planning expertise and a trip designed around you, rather than choosing a fixed itinerary from a brochure.

Busy travelers who have the budget for a trip and want an expert to take ownership of the planning. Think couples, families, solo travelers, and friend groups who value their time and want personal attention. You do not need to enjoy researching travel. That is rather the point.

Another Jess.Travel planner may lead the day-to-day planning. Jess runs the account, so there is a real person behind the brand and a planner taking the lead on your details. We explain who you will work with when we discuss your trip.

Both the woman and the alter ego are part of Jess.Travel. Jess is the real founder who runs client accounts. The illustrated travel superhero is her mascot. Your itinerary is handled by people, not by a cartoon with suspiciously good boots.

Start with the free trip inquiry and a conversation about your dates, budget, travelers, and preferences. After the planning fee is paid, we research and build the trip, collaborate with you on the details, arrange the agreed bookings, and deliver the final itinerary through an app and PDF. A Travel School call walks you through it before departure.

Jess.Travel plans personalized trips for couples, families, solo travelers, groups, honeymoons, celebrations, cruises, and business travel. The itinerary can mix cities, road trips, beaches, unusual stays, guided experiences, independent exploring, dining, and downtime.

Jess.Travel charges $99 per custom travel day planned, with a five-day minimum. Seven fully planned days would have a $693 planning fee. This pays for planning; accommodation, transport, meals, tickets, and other travel purchases are separate. Your scope and fee are confirmed before work begins.

Different businesses have different compensation models. Some agents are paid by suppliers and charge no separate planning fee. At Jess.Travel, the planning fee covers our work, so we can build your itinerary around fit even when a recommendation earns no commission. You are paying someone to take the homework seriously.

Sometimes. Supplier commissions may be earned at no added cost to you. The planning fee covers our compensation for planning, and we do not require a recommendation to earn a commission. Commission availability is not what decides what belongs in your trip.

No. It is the fee for each custom day we plan. Your actual travel budget is separate. We discuss both so you can distinguish the cost of the planning service from the hotels, experiences, transport, and other things you choose.

It can be a good fit when you value expert judgment, a coordinated plan, and less research on your own time. If finding every hotel and mapping every connection is your favorite hobby, you may enjoy doing it yourself. Our service is for the person who is ready to hand that job over.

Yes. The full planning fee is required before itinerary work begins. Your agreed scope and total planning fee are confirmed after the free inquiry conversation.

Yes. The initial inquiry and conversation are free. They let us understand the trip, determine fit, define the planning scope, and confirm the fee before you decide to proceed.

Destination research, lodging recommendations and booking, dining and excursion arrangements, transportation planning, and a coordinated itinerary in app and PDF form. We tailor the scope to your trip and review it before you travel. Travel purchases and optional extra services are separate from the planning fee.

We provide flight consultation and help you choose the right flights, but travelers book their own airline tickets. Send us the confirmed flight details so the rest of the itinerary works around your actual arrival and departure times.

Absolutely. Your preferences, budget, travel style, and priorities guide the plan. We stay in contact while building it, present the details for your review, and collaborate with you to finalize the itinerary.

Yes. Share existing reservations during your inquiry so we can discuss how they fit into the remaining trip. Tell us which dates and purchases are fixed before we start researching.

Yes. Start with your budget, dates, and the feeling you want from your time away. If you need a more developed comparison before detailed planning, ask about the optional $198 proposal of three broad itinerary directions and a discussion call.

No. Custom is about the fit, not a required hotel category. The brief can include a memorable stay, a little local place, a road trip, a city escape, or a mixture. Share your real budget and priorities so we can assess the fit. The service is paid planning, not a hunt for a free package quote.

Tell us about everyone traveling and their practical needs at the start. We can research and plan around those requirements. Specific access features, arrangements, and availability still need confirmation with the relevant providers.

No. We build the trip around your preferred pace. Unstructured time belongs in a thoughtful itinerary too. Tell us which days you want planned and where you want breathing room; your final scope determines the fee.

Yes. Lodging research and arrangements are part of custom planning. We can consider hotels, villas, castles, unusual stays, Airbnb, or Vrbo when those options fit your trip and preferences.

Yes. Jess.Travel plans and books cruises, including Virgin Voyages and Explora Journeys, as well as other cruise lines. Cruise-only bookings with Virgin Voyages and Explora Journeys are offered without a separate planning fee.

Yes. Arrival and departure days can be treated as half-days, and you can leave selected days unplanned for rest or spontaneity. You pay for the custom days included in the agreed planning scope.

Your itinerary is available in an app and as a PDF. A final Travel School conversation walks through the plan. Download or print a copy before departure so essential information is available without relying on a connection.

Contact us as soon as you are committed to the trip, especially once your flights are selected. You choose an itinerary delivery date and we confirm the planning timeline with you before work begins.

Concierge support is a separate add-on, subject to availability. Current coverage is 8 a.m. to 8 p.m. and costs $198 for trips of three to five days or $297 for trips of six to ten days. Confirm availability and coverage for your trip during planning.

If Jess is informed that a supplier canceled something, we notify you. Refunds follow that supplier's rules, and Jess can attempt to make other arrangements. Hotels, airlines, and tour operators control their own cancellations, so we also recommend travel insurance. In-trip concierge help is available as an optional add-on when offered.

You choose the delivery date with your planner, and that timeline is confirmed as part of the process. The final itinerary is delivered in an app and PDF, followed by a Travel School walkthrough before your trip.

Yes. Your itinerary is available through the app, and you also receive a PDF that can be downloaded or printed. Keep an offline copy available while traveling.

Jess.Travel recommends travel insurance because cancellations, delays, medical issues, weather, and supplier policies can affect a trip. Coverage and exclusions vary, so review the policy carefully before purchasing.

Complete the trip inquiry at Jess.Travel/getstarted and schedule time with Jess through the existing inquiry flow. We discuss your needs, scope, and fee before starting the work. The first step is a conversation about your trip.

An AI assistant can be useful for brainstorming. The question is how much of the remaining research, decision-making, booking, and coordination you want to own. Jess.Travel sells a human planning relationship and execution of the agreed scope. Send us your ideas, including anything you have already worked on with AI.

No. Travelers pay Jess.Travel to plan their own vacations. The host agency supports independent people who want to run travel businesses. Those are separate services with different fees and next steps.

Yes. Jess.Travel offers gift cards for travel planning. Contact jess@jess.travel and specify how many planning days you want to purchase.

Visit the sample itinerary page to see the level of day-by-day detail, lodging information, transportation guidance, dining ideas, options, notes, and practical context included in a Jess.Travel plan.