Pineapple Escapes Travel

Pineapple Escapes Travel 🍍 🍍 🍍 Travel Makes Life Sweeter!🍍 🍍 🍍

Pineapple Escapes Travel is your premier travel agency with agents across the United States.

We are dedicated to creating unforgettable travel experiences for our clients. Pineapple Escapes Travel is your premier travel agency in Oglesby, IL, that has been serving the surrounding areas since 2020. Specializing in travel planning, family vacations, honeymoons, and wedding destinations, we tailor every trip to your unique preferences. Our team of experienced travel experts is committed to providing personalized service and expert advice to ensure your journey is seamless and memorable. Let us help you escape to your dream destination with Pineapple Escapes Travel. Services:
Authorized Disney Vacation Planner
Cruises
International Travel
Domestic Travel
National Parks
Travel Planning
Travel Agents
Pre-Planning Vacations
Alaskan Cruises
All Inclusive
Tropical Getaways
Cruises
Disney Destinations
Universal Studios
Hawaii
Alaska
European Adventures

Specialties:
Honeymoons
Family Travel
Destination Weddings

Dreaming of Alaska? 🏔️ From choosing the right cruise and itinerary to exploring glaciers, wildlife, ports, and beyond, ...
09/15/2026

Dreaming of Alaska? 🏔️ From choosing the right cruise and itinerary to exploring glaciers, wildlife, ports, and beyond, our Ultimate Alaska Travel Guide is packed with expert advice to help you start planning.

🍍 Read the guide, then reach out to your favorite Pineapple Escapes travel advisor when you’re ready to turn Alaska from a bucket-list dream into your next adventure!

https://pineappleescapes.com/the-ultimate-alaska-travel-guide-by-a-travel-advisor/

Before finalizing your vacation plans, take a look at the local calendar. Holidays and special events can affect attract...
09/15/2026

Before finalizing your vacation plans, take a look at the local calendar. Holidays and special events can affect attraction hours, transportation, restaurant availability, and crowd levels—and knowing what to expect ahead of time can make your trip much smoother.

Seeing Iberostar Selection Coral Cancun from above is the easiest way to understand why clients come back from this one ...
09/14/2026

Seeing Iberostar Selection Coral Cancun from above is the easiest way to understand why clients come back from this one already asking when they can go again. The infinity pool runs straight into the sand, the beach stretches wide enough that it never feels crowded, and the whole resort sits right on the water without a single view interrupted. Photos barely do it justice, and that's saying something!

Save up to 50% on Iberostar Resorts through Apple Vacations -
Book by 9/30 & travel through 10/31/27!

A magical Walt Disney World vacation doesn’t just happen. It starts with the right planning!In the latest episode of The...
09/14/2026

A magical Walt Disney World vacation doesn’t just happen. It starts with the right planning!

In the latest episode of The Travel Tidbits Podcast, we’re talking all about the Walt Disney World Dining Plan. Is it worth it? What does it include? Which plan may be the best fit for your family? And how can a little preparation make your vacation feel much more relaxed and enjoyable?

If you’re dreaming of character meals, iconic snacks, or simply enjoying your vacation without worrying about the cost of every meal, this episode is for you.

🎧 Listen and learn more here:
https://pineappleescapes.com/walt-disney-world-dining-plan/

Know someone planning a Disney vacation? Share this episode with them!

When you’re ready to start planning, reach out to your favorite Pineapple Escapes Travel agent or email [email protected]. We’re here to take care of the details and help make your next Walt Disney World vacation truly magical. ✨🏰

A great travel advisor does more than help get you booked—they’re there when the unexpected happens, too.We love hearing...
09/14/2026

A great travel advisor does more than help get you booked—they’re there when the unexpected happens, too.

We love hearing how Audra helped this group enjoy a seamless cruise experience, even when stormy weather changed the plans. From coordinating the details to finding solutions and keeping the group’s vacation moving forward, this is exactly the kind of support we want every Pineapple Escapes traveler to experience.

Thank you, K.Z., for trusting Audra and Pineapple Escapes with your travels!

Happy Grandparents’ Day! 💛Some of the very best travel memories are the ones shared across generations. From grandparent...
09/13/2026

Happy Grandparents’ Day! 💛

Some of the very best travel memories are the ones shared across generations. From grandparents watching little ones experience the ocean for the first time to grown kids revisiting a favorite destination with Mom and Dad, multigenerational travel gives families something truly special: time together.

Planning a trip for the whole family? A few things can make a BIG difference:

🍍 Choose accommodations with enough space—and a little privacy—for everyone.
🍍 Consider different ages, mobility levels, and interests when planning activities.
🍍 Build in downtime. You don’t have to do everything together, all day, every day!
🍍 Talk about budgets and expectations before booking.
🍍 Plan a few special experiences the entire family can enjoy together.

Cruises, all-inclusive resorts, theme parks, and even private villas can be wonderful options for bringing multiple generations together.

This Grandparents’ Day, we’re celebrating the grandparents who travel with us, inspire us, spoil the grandkids just a little 😉, and help turn family vacations into stories that get told for years.

Where would YOUR family go on a multigenerational vacation?

Checked luggage doesn't always arrive when you do! Tucking one complete outfit into your carry-on means you'll have some...
09/12/2026

Checked luggage doesn't always arrive when you do! Tucking one complete outfit into your carry-on means you'll have something fresh to wear while you wait to be reunited with your suitcase.

It's a small packing choice that can make an unexpected travel hiccup much easier to handle.

There's a bronze fisherman on Brac island that most travelers walk right past. This statue sits at the edge of Bol harbo...
09/12/2026

There's a bronze fisherman on Brac island that most travelers walk right past. This statue sits at the edge of Bol harbor on the island of Brac, framed by the same limestone cliffs that make Zlatni Rat beach nearby one of the most photographed beaches in the Adriatic. Small ship itineraries can dock right in town, which means harbor views like this one without a long transfer.

09/11/2026

The idea of a romantic getaway sounds so nice until it’s time to start planning one and Google doesn’t know what you personally like. Reach out to us for your getaways - we’ll get to know you, what you like and exactly how you want to travel.

Andrew Tarr believes the right vacation can be every bit as exciting as the destination itself. Specializing in Disney, ...
09/11/2026

Andrew Tarr believes the right vacation can be every bit as exciting as the destination itself. Specializing in Disney, Universal, all-inclusive escapes, Royal Caribbean cruises, and New York City, he combines destination knowledge with his love of music, theatre, and memorable experiences to help Pineapple Escapes clients plan trips filled with fun, discovery, and moments worth remembering.

Find Andrew on Social Media!
Facebook: https://www.facebook.com/andrewtarrtravels
Instagram: https://www.instagram.com/travelsbyandrew
TikTok: https://www.tiktok.com/

Address

Oglesby, IL

Opening Hours

Monday 9am - 4pm
Tuesday 10am - 7pm
Wednesday 9am - 4pm
Thursday 10am - 7pm
Friday 9am - 4pm

Telephone

+16308620512

Website

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