Simisti Vacation Packages

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Your Simisti Vacation

Cuisine, art, entertainment and more … There's so much to experience with a Simisti vacation package. And with the ability to easily customize your city break, it's guaranteed to be one you won't forget. Fill your schedule with tours of St. Catherine Church, Hellamaa Orthodox Church and Open-air Museum, some of the top attractions you simply have to see during your trip to Simisti. Your dream Simisti vacation is a few clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

Top Simisti Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bob W Tallinn Kesklinn

Bob W Tallinn Kesklinn

4 out of 5
Kesklinn
Price was CA $1,545, price is now CA $1,433 per person
CA $1,433
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallinn (TLL)
9.8/10 Exceptional! (183 reviews)
Newly built rooms, modern interior, laundry facilities and parking available. We had a great time.

Reviewed on Jul 6, 2026

Bob W Tallinn City Centre - Ambassador

Bob W Tallinn City Centre - Ambassador

4 out of 5
City Center
Price was CA $1,920, price is now CA $1,691 per person
CA $1,691
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tallinn (TLL)
9.2/10 Wonderful! (169 reviews)
Everything was great, minor inconvenience is absence of elevator and AC

Reviewed on Jul 6, 2026

The Burman Hotel

The Burman Hotel

5 out of 5
Old Town Tallinn
Price was CA $2,791, price is now CA $2,535 per person
CA $2,535
per person
Aug 30 - Sep 4
just found
Roundtrip non-stop flight included
Montreal (YMQ) to Tallinn (TLL)
9.8/10 Exceptional! (51 reviews)
As our taxi dropped us off we were warmly greeted by gracious staff. The hotel is immaculate and gorgeous. Our room was modern and beautiful with anything one could need, including a Dyson hair dryer. We returned after dinner to a turned down bed and a pillow menu, should we want a different pillow. The ones provided however were perfect. I had an amazing restorative sleep. Breakfast was lovely and made to order. I didn’t have the opportunity to use the spa , but I did view the area which was top notch. I wish we had more time at the Burman. We will definitely revisit.

Reviewed on Jul 3, 2026

Bob W Tallinn Telliskivi

Bob W Tallinn Telliskivi

4 out of 5
Pohja-Tallinn
Price was CA $1,586, price is now CA $1,475 per person
CA $1,475
per person
Aug 30 - Sep 4
just found
Roundtrip non-stop flight included
Montreal (YMQ) to Tallinn (TLL)
9.6/10 Exceptional! (313 reviews)
This was our second time staying here. Nice place; great location. We also appreciate the availability of parking.

Reviewed on Jul 2, 2026

Nunne Boutique Hotel

Nunne Boutique Hotel

4.5 out of 5
Old Town Tallinn
Price was CA $1,853, price is now CA $1,728 per person
CA $1,728
per person
Aug 30 - Sep 4
just found
Roundtrip non-stop flight included
Montreal (YMQ) to Tallinn (TLL)
9.8/10 Exceptional! (1,446 reviews)
The staff was exceptionally helpful. For example, had an umbrella in my hand before I even asked. The room was clean, with daily housekeeping. Location is unbeatable.

Reviewed on Jul 12, 2026

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Simisti Hotel Deals

Surfhunt Bird Watchers Beach Home

Surfhunt Bird Watchers Beach Home

Lääneranna county Pärnumaa
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Surfhunt Bird Watchers Beach Home
Padaste Manor

Padaste Manor

4 out of 5
Muhu Island Padaste
9.6/10 Exceptional! (46 reviews)
"Best high end property in the Baltics"

Reviewed on Aug 9, 2024

Get rates
Padaste Manor
Fachwerkhaus "Kärbi" by Interhome

Fachwerkhaus "Kärbi" by Interhome

Randvere
Get rates
Fachwerkhaus "Kärbi" by Interhome
See all 5 properties in Simisti
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Simisti vacation package cost?
You can pick up a vacation package to this top destination from CA $1,433 on Expedia. However, how much your vacation to Simisti costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Simisti?
If you're hoping to score a cheap Simisti vacation package, consider travelling in January, February and March. You'll generally find lower rates on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Simisti?
Generally, a handful of days is enough to explore the major attractions during your Simisti vacation. But if you'd like to have some time to unwind or go on day tours, think about extending your trip.
How to find the best Simisti package deals?
Finding a cheap Simisti package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Simisti package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Simisti vacation as a package?
You can enjoy significant savings on your next Simisti break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Simisti?
If you're planning a spur-of-the-moment Simisti adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Simisti?

  1. Choose when to go: Check your diary and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to vacation in Simisti.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to put aside for your trip to Simisti. Then, pick a property that works with your budget, whether that's a low-cost option or a swankier getaway.
  3. Decide your trip length: Think about how long you want to spend exploring Simisti. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Simisti vacation package.

Explore a world of travel with Expedia

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