Travel Agent in Wisconsin

Planning a vacation should be exciting, not stressful. That’s why working with a trusted travel agent in Wisconsin is the best way to start your getaway early. At Island Getaways, we make planning simple, fun, and completely stress-free. With more than 60 years of combined experience, our award-winning team has helped countless Wisconsin travelers create unforgettable honeymoons, family vacations, destination weddings, and warm-weather escapes from the long Midwest winters.

Island Getaways has built a reputation as the leading travel agent in Wisconsin because of our unmatched expertise and dedication to our clients. Our agency has earned worldwide recognition, including multiple Sandals Resort awards in 2024, as well as being named the #1 destination wedding and honeymoon agency. Every advisor on our team has firsthand knowledge of the resorts and destinations we recommend, so you can feel confident knowing your trip will be tailored to your preferences.

Unlike many agencies, our services are completely free. Island Getaways is compensated directly by resorts and travel partners, so you’ll never pay us for planning your trip. We’ll create a customized itinerary based on your budget, travel style, and goals, ensuring that once you arrive, everything is already in place for a relaxing vacation. From start to finish, our advisors stay in close communication with you, so every detail of your trip matches your vision.

Founded in Milwaukee, Island Getaways proudly serves travelers throughout Wisconsin and beyond. Whether you’re in Madison, Green Bay, or right here in Milwaukee, our team is ready to make your travel dreams a reality. We’re available mornings, evenings, and weekends, when many agencies are closed, and provide 24/7 support while you travel. With over six decades of combined travel industry experience, our advisors save you hours of research and deliver the peace of mind that comes from working with professionals who truly know the resorts.

From honeymoons and destination weddings to family vacations and quick winter escapes, Island Getaways is the travel agent in Wisconsin you can trust. Let us put our award-winning service, first-hand destination knowledge, and free planning expertise to work for you.

Contact Island Getaways today to start planning your perfect getaway and discover the difference of working with Wisconsin’s most trusted travel agent.