ITRAVEL WITHSHAY
ITWS
Come Get Yo Kids
Oct 16, 2025 to Oct 20, 2025
PUNTA CANA
👉🏽 Stress Will Be Dismissed. YOU Will Be Outside.
Fall Break 2025 Teacher Getaway
📅 October 16 -20, 2025 |
📍 Punta Cana DR
Why You Need This Break
✅ No Grading.
✅ No Emails.
✅ No Kids Calling Your Name.
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Poolside drinks & party nights
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All-inclusive stay = no stress, all vibes
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Adult energy only (leave the classroom at home)
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Connect with other teachers who get it 👩🏽🏫👩🏼🏫👩🏾🏫
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Your peace, your fun, your time
CLICK TO HEAR THE VIDEO
From bonding over brunch to turning up on the ship,
✨ How It Works (3-Step Booking)
Step 1: Pick your cabin + number of roomies
Step 2: Pay your deposit
Step 3: Pack your swimsuit—get ready to vybe out
Your Escape Is Loading.....5 4 3 2 1
We get it—sometimes plans shift and friends back out. No worries.
Whether you're booking solo or with your crew, we’ve got options to make it work smoothly:
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Got a roommate? Just let us know their name when booking.
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Flying solo? We’ll pair you with another amazing guest—most of our travelers come solo anyway!
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All roommate matches are finalized closer to the trip. No stress, we’ve got you.
💡 Pro tip: The sooner you book, the better your match and cabin options!
We keep it simple—just a low deposit saves your spot. Monthly payments are available,
and we’ll send gentle reminders so nothing slips through the cracks.
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Deposits are non-refundable (because we secure your spot right away).
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Final payments are due by [insert date].
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Need help? Our team is just a message away if anything changes.
We’re all about flexibility—but we also want to make sure every queen gets what she paid for. ❤️
If someone hasn’t booked yet, we’ll help you adjust smoothly
- . In order to participate in our private group events, you must purchase a full package from ITWS.
- All fully paid guests will receive an event wristband upon arrival in MIAMI. **
Cancellation policy:
Available Packages
Bring Your Favorite Teacher Bestie & Book This Room- DOUBLE ROOM
Unavailable as of
June 15, 2025
Starting At: $725.00
Deposit: $75.00 per person
Share the laughs and the memories in our cozy double room with stunning tropical garden views. Step out to the sound of palm trees swaying and the smell of the ocean breeze — far, far away from lesson plans and loud hallways. Perfect for two teachers ready to drop the stress and pick up a cocktail.
✅ 2 OR 1 comfy double beds
✅ Private balcony with tropical view
✅ Daily breakfast included - ALL INCLUSIVE
✅ Access to all getaway events + parties
Stress? Dismissed. Paradise? Reserved.
👉🏽 Fall Break 2025 Is Waiting!
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Air conditioning, ceiling fan, 2 double beds or 1 king size bed, direct dial phone, regularly replenished mini-bar and selection of in-room liquors (4 bottles regularly restocked), coffee maker, satellite flat-screen TV, USB port, electronic in-room safe, iron and ironing board. Bathroom equipped with shower, bathrobe, double sink, hairdryer, vanity mirror and amenities kit. Balcony or terrace. Free Wifi in select public areas and in the rooms.
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📥 Low Monthly plans available.
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Transportation to/from airport to resort included, there will be shuttles at set times, you may be required to sit til the shuttle arrives for everyone at the designated time
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Deposits are non-refundable.
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Travel insurance is highly encouraged.
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All roommate matches finalized by SEP15- if you need to add/remove the deadline for any extra fees
Trade Your Classroom Walls for-- Tropical Views
Unavailable as of
June 14, 2025
Starting At: $785.00
Deposit: $75.00 per person
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Air conditioning, ceiling fan, 2 double beds or 1 king size bed, direct dial phone, regularly replenished mini-bar and selection of in-room liquors (4 bottles regularly restocked), coffee maker, satellite flat-screen TV, USB port, electronic in-room safe, iron and ironing board, coffee maker. Bathroom equipped with shower, bathrobe, double sink, hairdryer, vanity mirror and amenities kit. Balcony or terrace with courtyard view. Free wifi in select public areas and in the rooms.
📥 Flexible payment plan available
Important Notes (All Guests)
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Transportation to/from airport to resort included, there will be shuttles at set times, you may be required to sit til the shuttle arrives for everyone at the designated time
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Deposits are non-refundable.
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Travel insurance is highly encouraged.
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All roommate matches finalized by SEP15- if you need to add/remove the deadline for any extra fees