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The Best Travel Agents in Highland, WI

Discover 3 verified travel agents in Highland. Get expert assistance with cruises, international travel, vacation planning, and more.

1

Travel Leaders - Dodgeville

Travel Leaders

★★★★☆
4.8/5

As part of the nationally recognized Travel Leaders network, this Dodgeville agency provides comprehensive travel planning services to Highland residents and surrounding communities. They specialize in complex international itineraries, luxury cruise packages, and customized group tours. With over 15 years of local operation, they've built a reputation for personalized service and expert destination knowledge across Europe, Caribbean, and exotic locales.

Experience:15 years
Reviews:42 client reviews
113 N Iowa St, Dodgeville, WI 53533

Travel Services:

International TravelCruisesGroup Tours
2

AAA Travel - Platteville

AAA Travel

★★★★☆
4.6/5

AAA's Platteville location serves Highland and southwest Wisconsin with full-service travel planning backed by the trusted AAA brand. They excel at cruise vacations, customized road trips, and all-inclusive resort packages. Members benefit from exclusive deals, travel insurance options, and the security of working with one of America's most established travel organizations. Their agents have extensive destination knowledge and provide comprehensive trip planning support.

Experience:12 years
Reviews:67 client reviews
1650 W Business Hwy 151, Platteville, WI 53818

Travel Services:

CruisesRoad TripsVacation Packages
3

The Travel Connection

The Travel Connection

★★★★☆
4.7/5

This independent travel agency has been serving southwest Wisconsin communities including Highland for nearly two decades. They specialize in romantic getaways and honeymoon planning, adventure travel experiences, and luxury vacations worldwide. Known for their attentive personal service and deep industry relationships, they create customized itineraries that exceed client expectations. Their expertise includes destination weddings, safari adventures, and European tours with exclusive access to unique experiences.

Experience:18 years
Reviews:38 client reviews
1155 N Water St, Platteville, WI 53818

Travel Services:

HoneymoonsAdventure TravelLuxury Travel

Frequently Asked Questions

How can I find a reputable travel agent in Highland, WI?

Start by asking for recommendations from local residents or checking with the Highland Area Chamber of Commerce, as they may have listings for trusted local travel professionals. You can also search for agents affiliated with national networks like ASTA or Virtuoso who serve the Highland area, or look for Wisconsin-based agencies with strong local reviews that specialize in destinations relevant to your trip.

What unique travel services might a Highland-based agent offer for exploring the Driftless Area?

A local Highland travel agent can provide specialized knowledge for exploring Wisconsin's Driftless Region, including arranging scenic drives along the Great River Road, booking stays at rural bed-and-breakfasts or cabins, and organizing outdoor activities like fishing on the Wisconsin River, hiking in Governor Dodge State Park, or visiting nearby Amish communities. They often have partnerships with regional tour operators and can create customized itineraries that highlight the area's natural beauty and cultural attractions.

Are there travel agents in Highland who specialize in group trips for local organizations or families?

Yes, several travel agents in the Highland area specialize in coordinating group travel for local organizations, churches, schools, and multi-generational families. They can handle logistics for bus tours to regional attractions like House on the Rock or Taliesin, organize reunion packages at nearby Wisconsin Dells resorts, and negotiate group rates for transportation and accommodations while managing the specific needs of travelers from this rural community.

What should I expect regarding fees when working with a travel agent in Highland, WI?

Most Highland travel agents earn commissions from suppliers rather than charging direct fees to clients, though some may charge planning fees for complex itineraries or highly customized trips. It's important to discuss this upfront—many local agents offer free initial consultations and are transparent about any fees, which are often modest given the personalized service and local expertise they provide for travelers in this region.

Can a travel agent in Highland help with trips that originate from regional airports like Dubuque or Madison?

Absolutely. Highland travel agents are experienced with coordinating trips from regional airports including Dubuque Regional (DBQ), Dane County Regional in Madison (MSN), and even Chicago's O'Hare (ORD) for international flights. They can arrange ground transportation from Highland to these airports, advise on optimal flight connections, and handle all booking details while considering drive times and local weather factors that might affect travel from this rural area.

About Travel Agents in Highland, Wisconsin

Our directory features 3 experienced travel agents serving Highland and the surrounding areas. These professionals specialize in a wide range of travel services including cruise vacations, international travel, group tours, honeymoons, and luxury travel experiences. Each agent has been verified to ensure you receive quality service and expert travel planning assistance.