Rainy Day Travel Services

06/01/2026

On Silver Endeavour, the Classic Veranda Suite is crafted for modern explorers. Enjoy a spacious bathroom, personal butler service, and expedition-ready touches — all at the edge of the Earth.

05/28/2026

☀️ Our Canadian Summer Giveaway is now LIVE on Instagram 🇨🇦

We’re giving away a travel-inspired prize pack featuring a tote bag, travel books, and a luggage tag ✈️

👉 Enter here:

Full details + entry rules are posted on Instagram only.

05/22/2026

🏝️ Ladies, pack your swimsuits and your sparkle — it’s time for a Caribbean getaway!

LADIES GROUP CARIBBEAN VACATION
Puerto Plata, Dominican Republic
Senator Puerto Plata Spa Resort – 4.5★ All-Inclusive
Air Transat Vacations

💵 $250 non-refundable deposit secures your spot!

📅 February 5–12, 2027
Toronto Pearson TS740 Feb 5th 7:10 am - Arrive Puerto Plata 12:20pm
Puerto Plata TS741 Feb 12th 13:50pm - Arrive Toronto Pearson 17:15pm

🌊 Why You’ll Love It
Relax on golden sands surrounded by lush mountains.
Enjoy the soothing waves, gourmet dining, and nightly shows under the stars.

Access to Playabachata Resort included!

💫 Pricing
Room Type Price (CAD) Taxes included
Based on Double Occupancy
Junior Suite Queen $1699.00
Junior Suite Near Poo $1745.00
Junior Suite Ocean $1899.00

Contact us for single occupancy rates and more information.

05/19/2026

📢 Please note that our office will be closed Wednesday and Thursday. While our office is closed, our team is still available to help from home! 💻✨

If you need assistance, have questions, or are planning your next getaway, please reach out to us at [email protected] and we’ll be happy to assist you. 💙

We’ll reopen Friday, May 22 from 10:00 AM – 3:00 PM. Thank you for your patience and understanding! ✈️☀️

05/11/2026

✨ WE WON PLATINUM ✨

We’re incredibly honoured to have been voted Platinum Winner in CommunityVotes for Travel Agencies! 🏆
To every client, supporter, friend, and family member who took the time to vote for us — thank you. Your support means the world to us, and we’re so grateful to help create unforgettable travel memories for this amazing community. 💙

We can’t wait to continue showing up for you, helping you make lifelong memories, and planning even more incredible vacations for 2026 and beyond. 🌎✨

05/06/2026

Happy Travel Agent Appreciation Day ✈️💙
We asked our team: What does it mean to be part of Rainy Day Travel? — and their answers say it all.

Being part of this team means supporting each other, celebrating every win, and helping our clients create unforgettable memories around the world.

To our incredible agents — thank you for your passion, your care, and everything you do every single day. We’re so lucky to have you 💙

04/23/2026

There’s just over ONE week left ⏳

Have you voted for us yet? 💙

We’re so honoured to be nominated, and your support truly means the world to our team!

If you haven’t had a chance yet, you can vote for us here:
https://kitchenerwaterloo.communityvotes.com/2025/12/services/travel-agencies

Voting is open until May 3rd at 11:59 PM, so there’s still time 🙌

Every single vote helps us continue doing what we love—creating unforgettable travel experiences for you ✨

Thank you for being part of our journey 💫

Official 2026 Community Voting Awards Platform for Kitchener-Waterloo, ON. Where the community votes for their favourites every year.

04/22/2026

Happy Earth Day 🌍💚

Today (and every day), we’re reminded just how incredible our planet is—from breathtaking coastlines to vibrant cities and hidden gems waiting to be explored. At Rainy Day Travel, we believe the best way to see the world is to protect it while we do.

Sustainable travel isn’t about doing everything perfectly—it’s about making thoughtful choices. Supporting local businesses, reducing waste, respecting cultures, and choosing eco-conscious accommodations all add up to a meaningful impact.

Let’s continue to explore with intention, travel with care, and leave every place a little better than we found it ✈️🌱

Where are you dreaming of going next?

03/17/2026

Happy St. Patrick’s Day! 🍀✨

Dreaming of Ireland? Consider this your sign ☘️ From rolling green landscapes to cozy pubs and rich history, the Emerald Isle is pure magic at every turn.

Whether you’re imagining a quick getaway or a longer adventure, Ireland is the kind of place that stays with you long after you leave 🇮🇪💚

Looking for a little inspiration? Check out our latest blog:
https://rainydaytravel.ca/rainy-day-travel-blog/f/5-nights-in-ireland-from-toronto-absolutely

When you’re ready, we’re here to help you plan every step ✈️🌍

03/13/2026

🌴 Escape winter with us in Jamaica! ☀️🇯🇲

Rainy Day Travel is hosting a group getaway to RIU Ocho Rios from February 27 – March 6, 2027, and we’d love for you to join us!

Think sunshine, beautiful beaches, great food, and a week of fun with an amazing group of travellers. 🌊🍹

📩 For more information or to reserve your spot, please contact [email protected]

Check out the flyer below for all the details and pricing. Spots are limited!