5 O'Clock Somewhere Travel and Cruise

5 O'Clock Somewhere Travel and Cruise Destination Weddings, Honeymoons, All-Inclusive, Cruises, Europe and so much more.

"Personalizing your travel experience to make sure you have a stress-free, memorable vacation is the reason I love my job. I make sure that you have the time of your life with no hassles and at the best price possible."

☀️🌊 Thinking about your next Mexico getaway?Puerto Vallarta is a beautiful choice for travelers who want a little bit of...
06/10/2026

☀️🌊 Thinking about your next Mexico getaway?

Puerto Vallarta is a beautiful choice for travelers who want a little bit of everything, from relaxing beach days and ocean views to local culture, great food, and plenty to explore.

Whether you’re dreaming of a resort stay, time by the water, or a trip filled with dining and activities, Cheryl can help you find the right fit and make the planning process simple.

Ready to start planning your Puerto Vallarta escape?
https://www.5oclocktravelandcruise.com/puerto-vallarta.html

06/05/2026

Day 4 of the Great Alaska 2026 group of 48 and I am back at one of my top favorite hotels.

💬 We love hearing feedback like this, Samantha!Planning a trip for a large family can feel like a lot to juggle, but we ...
06/03/2026

💬 We love hearing feedback like this, Samantha!

Planning a trip for a large family can feel like a lot to juggle, but we help make the process simple from the start. We listen to what you’re looking for, find resort options that fit your needs, and help make sure the details come together smoothly.

We’re so glad Samantha and her family had a great experience and traveled without any issues. That’s exactly what vacation planning should feel like! ✈️🌴

Ready to plan your next getaway with confidence? Let’s get started!
https://www.5oclocktravelandcruise.com

☀️🌴 Start 2027 with sunshine, ocean views, and a relaxing all-inclusive escape to Cabo!Cheryl is leading a group getaway...
05/29/2026

☀️🌴 Start 2027 with sunshine, ocean views, and a relaxing all-inclusive escape to Cabo!

Cheryl is leading a group getaway to Sandos Finisterra in Cabo, Mexico, and you’re invited to join. This beautiful resort is located near Cabo’s lively marina, giving you the perfect mix of relaxation, great views, dining, shopping, and local fun.

Travel with a great group of family, friends, and clients while we help take care of the details. You can even customize your stay dates between January 5 and January 15, 2027, so the trip fits your schedule.

Ready to kick off 2027 in Cabo? Take a look at the details and start planning!
https://www.5oclocktravelandcruise.com/2027-cabo-getaway.html

💍 Destination weddings are a great way to turn your big day into a full experience, not just a single event.Spend more t...
04/29/2026

💍 Destination weddings are a great way to turn your big day into a full experience, not just a single event.

Spend more time celebrating with family and friends while the details are handled for you. Whether it’s a beach ceremony, a tropical resort, or a scenic destination abroad, there are so many ways to make it uniquely yours.

If you’re starting to explore ideas, Cheryl can help you sort through options and make the entire process simple and enjoyable. 🌴✈️
https://www.5oclocktravelandcruise.com/weddings--honeymoons.html

Ireland in the summertime is something special, with long days, rolling green landscapes, and charming towns around ever...
04/22/2026

Ireland in the summertime is something special, with long days, rolling green landscapes, and charming towns around every corner. 🍀

From scenic coastal drives to historic castles and lively pubs, it’s the kind of destination that blends relaxation with a little adventure. Take your time exploring, soaking in the views, and enjoying everything the Emerald Isle has to offer.

Thinking about a summer trip to Ireland? Cheryl can help you plan every detail. ✈️
https://www.5oclocktravelandcruise.com

☀️ Summer break is closer than you think, and it’s the perfect time to start planning something special for the whole fa...
04/15/2026

☀️ Summer break is closer than you think, and it’s the perfect time to start planning something special for the whole family.

The best trips aren’t just about the destination, they’re about slowing down, spending time together, and making memories your kids will never forget. Whether that means a cruise, a beach escape, or exploring somewhere new, there are so many ways to make it your own.

Cheryl can help you bring it all together, without the stress of planning. ✈️
https://www.5oclocktravelandcruise.com/family.html

Ready to trade the Midwest chill for sunshine and ocean views? Riviera Maya is the perfect place to unwind this spring. ...
04/08/2026

Ready to trade the Midwest chill for sunshine and ocean views? Riviera Maya is the perfect place to unwind this spring. ☀️🌴

Spend your days on the beach, by the pool, or exploring everything this beautiful destination has to offer. With so many resort options, there’s something for every kind of getaway. ✈️🌊

Let Cheryl help you plan the perfect escape!
https://www.5oclocktravelandcruise.com

🏆 Big news for Cheryl and 5 O’Clock Somewhere Travel!We’re proud to share that we've earned the Go Getter Award as a Top...
04/02/2026

🏆 Big news for Cheryl and 5 O’Clock Somewhere Travel!

We’re proud to share that we've earned the Go Getter Award as a Top 25 Agency in 2026! This recognition reflects the dedication, care, and attention we put into every trip we plan.

Thank you to all of our amazing clients for trusting us with your vacations. We couldn’t do it without you! 💙

Ready to plan your next getaway with an award-winning travel advisor? Let’s get started! ✈️🌴
https://www.5oclocktravelandcruise.com

💬We love hearing feedback like this, Angela! Planning your trip should feel just as relaxing as the vacation itself. Che...
03/26/2026

💬We love hearing feedback like this, Angela!

Planning your trip should feel just as relaxing as the vacation itself. Cheryl takes care of everything from start to finish, so all you have to do is enjoy every moment, whether it’s Cabo or your next getaway. ✈️🌴

Ready to travel stress-free? Let’s start planning!
https://www.5oclocktravelandcruise.com

Address

N8766 Hillburn Mill Road
East Troy, WI
53120

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 9am - 12pm

Telephone

+12626422553

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