Rainy Day Travel Services

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Rainy Day Travel Services Call us at 548-288-4470
TICO #: 50027436

🇬🇷 Yassou from Athens! 💙This week, Jessica and Laurraine are exploring Greece with Air Canada Vacations, and what an inc...
10/11/2026

🇬🇷 Yassou from Athens! 💙
This week, Jessica and Laurraine are exploring Greece with Air Canada Vacations, and what an incredible start to the trip it’s been! ✨

Day 1: After arriving in Athens, we headed to the Titania Hotel for a delicious rooftop lunch before checking into our rooms. We then set out on foot to explore the area around Panepistimio, taking in the beautiful National Library, the University of Athens, Syntagma Square and the Greek Parliament.

Day 2: We were up bright and early for a city tour, starting with the incredible Acropolis. 😍 This is truly one of those sights you have to experience in person pictures just don’t do it justice! We learned so much about Greek history before visiting the Acropolis Museum and continuing our tour to the Panathenaic Stadium, home of the first modern Olympic Games in 1896. We wrapped up the day wandering through the charming Plaka neighbourhood for a little souvenir shopping. 🛍️

🏃‍♀️ Fun fact of the day! Did you know the word marathon comes from Greece? It’s linked to the ancient Greek legend of Pheidippides, who was said to have run from Marathon to Athens to announce a military victory. And Nike? That name comes from the ancient Greek goddess of victory! 🏆
Between the incredible history, beautiful sights and absolutely amazing food, Athens has been a wonderful introduction to Greece. We’re soaking it all in and can’t wait to see what the next stop has in store!

If this sounds like something you’d like to do, Air Canada Vacations has several amazing Greece packages, send us an email to start planning your Greek adventure!

🏝️ Next stop: Mykonos! Stay tuned for more of our Greek adventures.

🏆 WE’RE HONOURED! 🏆We are absolutely thrilled to share that Rainy Day Travel has been named the  #1 Travel Agency in the...
10/08/2026

🏆 WE’RE HONOURED! 🏆

We are absolutely thrilled to share that Rainy Day Travel has been named the #1 Travel Agency in the Waterloo Region in the 2026 Readers’ Choice Awards! ✈️🌎💙

A huge THANK YOU to everyone who took the time to vote for us. Your support means more than you know. Every booking, referral, kind review, recommendation, and vote helps our small, local, women-owned business. When we started Rainy Day Travel we could not have imagined the incredible support we would have from our community, we are so grateful for every person who has been part of our journey.

Thank you for choosing Rainy Day Travel and for trusting us with your adventures. 🥂
Here’s to more dream vacations, more passport stamps, and many more adventures together! ✈️🧳🌍

Europe by river in 2027 sounds even better with this offer!Enjoy FREE AIR OR SAVE $1,800 PER PERSON on select 2027 Avalo...
10/05/2026

Europe by river in 2027 sounds even better with this offer!

Enjoy FREE AIR OR SAVE $1,800 PER PERSON on select 2027 Avalon Waterways Europe river cruises.*

Charming towns, iconic cities, scenic stretches of river—and only one unpacking along the way.

Offer ends October 12, 2026.

Message me at [email protected] to start planning.

*Terms and conditions apply.

New for 2025! Love is in the air on Tauck’s new 14-day river cruise from the city of love, Paris, to the city of music, ...
09/28/2026

New for 2025! Love is in the air on Tauck’s new 14-day river cruise from the city of love, Paris, to the city of music, Prague and all of the fairy tale towns in between. Cruise along the historic Rhine-Main-Danube canal where renowned w**e regions, picturesque villages and off-the-beaten-path hidden gems await you at each stop.

Highlights on your cruise include:

🛳️ A private aperitif and dinner in Prague at Lobkowicz Palace

🛳️ A private evening at Schlosshotel Kronberg featuring a reception, dinner and music performance

🛳️ A private visit to the motor racing track, Nürburgring, where you'll view a collection of race cars and learn about the history of the track

🛳️ All private Tauck shore excursions included - a $5,297 Value!

🛳️ All gratuities to ship staff, drivers, local guides, Tauck Directors and Tauck Cruise Director included

NEW! Tauck's 14-day river cruise along the historic Rhine-Main-Danube canal where renowned w**e regions, picturesque villages and off-the-beaten-path hidden gems await you at each stop.

Embarking on a river cruise with Mayflower Cruises & Tours offers an  unparalleled opportunity to explore the most capti...
09/21/2026

Embarking on a river cruise with Mayflower Cruises & Tours offers an unparalleled opportunity to explore the most captivating and historic waterways of Europe.

Mayflower covers all port charges, provides all meals on board with accompanying beverages, complimentary Wi-Fi, and all gratuities on board and onshore as standard, so you can enjoy your cruise with complete peace of mind!

For a limited time only - Fly for FREE with an additional $250 per person savings on ALL 2026 European River Cruises! Call 5482884470 or email [email protected] for more information or took book your cruise. ✨

08/31/2026

Curious about Northern Ireland’s countryside? 🍀

Meet the team at Glenshane Farm and learn about life as a shepherd on Collette's tour, Exploring Scotland and Ireland.

Contact me for more information about immersive guided tours all over the world with Collette.

🎪✨ COME FIND US AT THE BUSKERS! ✨🎪The Sun Life Waterloo Busker Carnival kicks off tomorrow, and Rainy Day Travel will be...
08/26/2026

🎪✨ COME FIND US AT THE BUSKERS! ✨🎪

The Sun Life Waterloo Busker Carnival kicks off tomorrow, and Rainy Day Travel will be there! 🌎✈️

We’ll have a table set up throughout the festival Thursday–Sunday, so while you’re enjoying the incredible performers, come stop by and say hi! 👋

Whether you’re dreaming about your next big adventure, planning a getaway, or just want to chat travel with us, we’d love to meet you. 💙

📍 Uptown Waterloo
📅 Thursday–Sunday
🎪 Sun Life Waterloo Busker Carnival

Come for the buskers. Stay for the travel inspiration. 😉✈️

We’ll see you there!

If Alaska has been on your mind, this is your sign to turn it into a plan.​From 30 July to 06 August 2027, sail from Van...
08/24/2026

If Alaska has been on your mind, this is your sign to turn it into a plan.​

From 30 July to 06 August 2027, sail from Vancouver to Seward aboard EXPLORA III and experience Revillagigedo Island, Klawock, Sitka, the Hubbard Glacier, and Valdez. A 7-night Journey combining exploration and relaxation, all while enjoying Explora Journeys’ inclusive luxury.​

Let’s bring your Alaska trip to life and find the itinerary that fits you best. I’ll secure the right suite for you.​


Last chance to get your votes in! If you haven’t voted yet, we would really appreciate your support 💙
08/19/2026

Last chance to get your votes in! If you haven’t voted yet, we would really appreciate your support 💙

⏰ Only 1 week left to vote! ⏰

Voting for the Waterloo Region Record Readers' Choice Awards 2026 closes on August 21, and we'd be so grateful for your support! 💙

If you haven't voted yet, please take a moment to vote for Rainy Day Travel in the Best Travel Agency category. 🗳️✈️

If you've already voted—THANK YOU!❤️ And if you haven't, there's still time!

🗳️ Vote here:
https://best-businesses.thereaderschoice.ca/o/waterloo/readers-choice-2026-voting/services/best-travel-agency

Every vote means so much to our team. Thank you for supporting our small, local business! 💙

Address

101L-55 Erb Street E
Waterloo, ON

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