Come Together
Exploration, ease, and connection—for every generation.
Come Together
Exploration, ease, and connection—for every generation.
Quintessential Family Time
Let’s reimagine travel that brings together different ages, interests, and perspectives, creating space for both shared experiences and individual discovery. Grandparents, parents, and children may follow their own pace at times, but they come together naturally—over curated adventures, local meals, and unexpected moments along the way. This is travel designed for connection, and working with us means thoughtful planning behind every detail.
Quintessential Family Time
Let’s reimagine travel that brings together different ages, interests, and perspectives, creating space for both shared experiences and individual discovery. Grandparents, parents, and children may follow their own pace at times, but they come together naturally—over curated adventures, local meals, and unexpected moments along the way. This is travel designed for connection, and working with us means thoughtful planning behind every detail.
THE FAMILY ISSUE
What to Read
What to Read
Cruise GPS
The Haven by Norwegian Cruise Line brings ease and elegance to family travel at sea.
Room Key
Classic Vacations introduces a new collection of hotel stays for unique family escapes.
Cruise GPS
AmaWaterways curates family river journeys centered on culture, cuisine, and adventure.
New & Noteworthy
AVA Resort Cancun blends oceanfront vistas with an elevated sense of style.
View Finder
From Alaska to the Mediterranean, a journey with Regent Seven Seas Cruises is full of surprises.
Destination GPS
It’s time to dance, play, and chill out with Walt Disney World® Resort.
Room Key
Checking In: Hotel Xcaret México
Traveling with tykes or teens? Meet your go-to for a hassle-free family vacation.
Benefits & Privilges
Are you dreaming or actively planning? Waiting for last minute opportunities? With the abundance of travel options available today you’ll benefit from our expertise and insight every step of the way.
┃EXTRAORDINARY ACCESS
With our insider connections you’ll have incredible access during your journey.
┃EXCLUSIVE PRIVILEGES
Get an invite to an exclusive onboard party or a complimentary breakfast at your beach villa.
┃EXCEPTIONAL VALUE
We ensure that your vacation meets your needs and desires at the very best value.
┃PEACE OF MIND
Whether you’re in the Antarctic of shores of Fiji, we’ll handle all the details so you can travel with confidence.
Benefits & Privilges
Are you dreaming or actively planning? Waiting for last minute opportunities? With the abundance of travel options available today you’ll benefit from our expertise and insight every step of the way.
┃EXTRAORDINARY ACCESS
With our insider connections you’ll have incredible access during your journey.
┃EXCLUSIVE PRIVILEGES
Get an invite to an exclusive onboard party or a complimentary breakfast at your beach villa.
┃EXCEPTIONAL VALUE
We ensure that your vacation meets your needs and desires at the very best value.
┃PEACE OF MIND
Whether you’re in the Antarctic of shores of Fiji, we’ll handle all the details so you can travel with confidence.
GET INSPIRED
Find Your Ultimate Vacation
Find Your
Ultimate Vacation
Protect Your Journey
Reading the fine print, understanding exclusions, and keeping up with ever changing health requirements is a lot to navigate while also planning a vacation. That’s where we come in! Contact us and we’ll help determine the right travel insurance policy for you based on who is traveling, the type of vacation you’re taking, and any pre-existing conditions or potential exclusions. We are here to make sure you feel prepared and confident about your upcoming travels.
We are a full-service travel agency in Deforest, Wisconsin dedicated to serving leisure travelers. We believe you should have an experienced traveler with real-world experience help you plan your travel, not a computer. Our goal is to ensure you Enjoy Vacationing. We do this by cutting through the clutter and helping you focus on planning the best vacation for you, your family, your friends or your group.
I'm Stacey Hartmann, owner and travel planner at Enjoy Vacationing. I have traveled extensively in North America and to more than 50 countries across Europe, the Caribbean, South & Central America, Asia and the Middle East. Cruise experience includes Alaska, Baltic, Caribbean, Transatlantic and Mediterranean. I lived in Scandinavia and traveled throughout Antigua, Aruba, Austria, Belgium, Bonaire, Columbia, Costa Rica, Croatia, Curacao, Czech Republic, Denmark, England, Estonia, Finland, France, Germany, Greece, Grenada, Hungary, Iceland, India, Ireland, Italy, Jamaica, Luxembourg, ...