Coolboy Vacations from ￥286,574

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Coolboy Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Dublin One Hotel

Dublin One Hotel

4 out of 5
City Centre Dublin
per person
Aug 18 - Aug 24
found 22 hours ago
Roundtrip flight included
Tokyo (NRT) to Dublin (DUB)
8.8/10 Excellent! (1,290 reviews)
The hotel is comfortable and in a good location. The staff are friendly and helpful.

Reviewed on Jul 9, 2025

Marlin Hotel Stephens Green

Marlin Hotel Stephens Green

4 out of 5
City Centre Dublin
per person
Aug 18 - Aug 24
found 22 hours ago
Roundtrip flight included
Tokyo (NRT) to Dublin (DUB)
9/10 Wonderful! (2,136 reviews)
A clean, comfortable, friendly hotel with tons of character. I love staying at the Marlin Hotel for it's central location, but also because how comfortable the rooms are and how great the hotel's amenity and staff is. For a hotel restaurant the menu is pretty diverse and uniformly tasty, and I appreciate the Horse Cart cafe and working stations in the lobby. The photobooth is a fun touch, too!

Reviewed on Jul 11, 2025

Portmarnock Resort & Jameson Golf Links

Portmarnock Resort & Jameson Golf Links

4 out of 5
per person
Aug 18 - Aug 24
found 22 hours ago
Roundtrip flight included
Tokyo (NRT) to Dublin (DUB)
9.2/10 Wonderful! (1,005 reviews)
Wonderful location, beautiful room, friendly staff.

Reviewed on Jul 11, 2025

citizenM Dublin St Patrick's

citizenM Dublin St Patrick's

4 out of 5
City Centre Dublin
per person
Aug 18 - Aug 24
found 22 hours ago
Roundtrip flight included
Tokyo (NRT) to Dublin (DUB)
6.8/10 (3 reviews)
Perfect location to St Patrick’s Cathedral in a quiet area, close to the city center without all the hustle of the tourists. New modern hotel with room control app from an iPad and/or the convenience of your phone. Everything was brand new in the room, down to the sheets and soap bottle. No funny smell, everything nice and clean. The room is on the smaller side and the bathroom might lack a little bit of privacy but it wasn’t a problem for my husband and me. All of the hotel staff were extremely welcoming and helpful with recommendations.

Reviewed on Jul 9, 2025

Dylan Hotel

Dylan Hotel

5 out of 5
per person
Aug 18 - Aug 24
found 22 hours ago
Roundtrip flight included
Tokyo (NRT) to Dublin (DUB)
9.2/10 Wonderful! (504 reviews)
Lovely evening and delicious meal!

Reviewed on Jul 3, 2025

Find the Best Coolboy Vacation Packages

Coolboy Hotel Deals

Brooklodge & Macreddin Village
Brooklodge & Macreddin Village
4 out of 5
Macreddin Village, Macreddin Village, Wicklow
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (369 reviews)
Beautiful, relaxing, 5* experience
"One of the best trips we've ever been on. The food was impeccable, the service was outstanding, and we were made to feel so relaxed and like nothing was any bother. A truly luxurious experience with so many eateries to choose from - all serving brilliant food at fair prices for the excellent quality. ..."

Reviewed on Jul 9, 2025

Get rates
Brooklodge & Macreddin Village
Riverside Park Hotel and Leisure Club
Riverside Park Hotel and Leisure Club
4 out of 5
The Promenade, Enniscorthy, Wexford
Fully refundableReserve now, pay when you stay
The price is ￥20,286 per night from Jul 14 to Jul 15
￥20,286
￥23,025 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (583 reviews)
Amazing stafg
"Amazing staff especially night porter and reception who went beyond there duty to help me and my family and made our holiday perfect thank you"

Reviewed on Jul 1, 2025

Riverside Park Hotel and Leisure Club
Arklow Bay Hotel
Arklow Bay Hotel
4 out of 5
Sea Road 1, Arklow, Wicklow
Fully refundableReserve now, pay when you stay
The price is ￥23,714 per night from Jul 27 to Jul 28
￥23,714
￥26,916 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (430 reviews)
"Great hotel, staff were very attentive and friendly, bed was super comfy and room was spotless. The lessors facilities are great and the hotel is a short walk to a shopping centre and many bars and restaurants. Beer garden and access to the duck pond are beautiful. Overall had a fantastic stay"

Reviewed on Jul 7, 2025

Arklow Bay Hotel
See all 173 properties in Coolboy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Coolboy vacation package cost?
Offering great value package deals from ￥286,574 on Expedia, you'll be surprised at how little a vacation to Coolboy costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Coolboy?
January, February and November are great times to look for cheap Coolboy vacation packages. Choosing to travel in quieter months means you'll typically find lower prices on hotels and flights.
How many days is enough for Coolboy?
With a well-planned itinerary, you can easily hit the most popular Coolboy attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Coolboy vacation for longer.
How to find the best Coolboy package deals?
Begin your search for a Coolboy package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Coolboy package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Coolboy adventure off to a flying start.
Is it cheaper to book a Coolboy vacation as a package?
You can enjoy significant savings on your Coolboy retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Coolboy?
If you're considering an impromptu Coolboy getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Coolboy?

  1. Choose when to get away: Check your diary and get packing. Your favorite season and the activities available will also help you decide when to escape to Coolboy.
  2. Plan your budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may come up during your trip to Coolboy.
  3. Decide your trip length: Consider how long you want to spend discovering Coolboy. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Coolboy vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.