Simisti Vacations from $872

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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.

The Latest Simisti vacation packages

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

Bob W Ambassador

4 out of 5
City Center
Price was $964, price is now $872 per person
$872
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallinn (TLL)
9.2/10 Wonderful! (152 reviews)
Clean apartment and plentiful space. Very convenient location.

Reviewed on Jan 10, 2026

The Burman Hotel

The Burman Hotel

5 out of 5
Old Town Tallinn
Price was $1,597, price is now $1,310 per person
$1,310
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallinn (TLL)
9.8/10 Exceptional! (13 reviews)
Well-appointed rooms. Great service Great facilities

Reviewed on Dec 22, 2025

8ERA Business Executive Rotermanni Apts

8ERA Business Executive Rotermanni Apts

3.5 out of 5
City Center
Price was $1,187, price is now $1,029 per person
$1,029
per person
Mar 17 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tallinn (TLL)
9.2/10 Wonderful! (59 reviews)
Very clean apartment with a large balcony in a perfect location for visiting Tallinn. The self check-in was easy and the host let us check in early. I would stay here again!

Reviewed on Dec 20, 2025

Blacksmith Old Town Apartments

Blacksmith Old Town Apartments

3.5 out of 5
Old Town Tallinn
Price was $1,133, price is now $1,009 per person
$1,009
per person
Mar 17 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tallinn (TLL)
8.4/10 Very Good! (16 reviews)
It is located in the bottom area of the old town and is a short walk to many bars and restaurants located there. It bigger than a hotel room and the small kitchen allows you to make small meals. There is cutlery, plates, bowls and cooking utensils. An ideal base camp to explore the city but not a place to sit in comfort

Reviewed on Sep 7, 2024

Mövenpick Hotel Tallinn

Mövenpick Hotel Tallinn

4 out of 5
City Center
Price was $1,063, price is now $955 per person
$955
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tallinn (TLL)
9.4/10 Exceptional! (727 reviews)
Just a fantastic hotel with extremely beautiful rooms, a DELICIOUS VERY BALTIC SPA, super close to everything, beautiful staff, a superb bar right at the door. Excellent.

Reviewed on Dec 24, 2025

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Simisti Hotel Deals

Captain Alexandri Cottage by the Sea

Captain Alexandri Cottage by the Sea

Laimjala Saare County
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Captain Alexandri Cottage by the Sea
Padaste Manor

Padaste Manor

4 out of 5
Muhu Island Padaste
9.4/10 Exceptional! (46 reviews)
Best high end property in the Baltics

Reviewed on Aug 9, 2024

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Padaste Manor
See all 6 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.

Find the Best Simisti Vacation Packages

Simisti Essential Information

Language
Estonian
Currency
Euros
Top Sights
St. Catherine Church, Hellamaa Orthodox Church and Open-air Museum

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Frequently asked questions

How much does a Simisti vacation package cost?
You can snap up a vacation package to this destination from $872 on Expedia. But how much your vacation to Simisti costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Simisti?
You can generally find lower prices and better availability in November, December and January. Explore our cheap Simisti vacation packages and you could get some great off-season discounts.
How many days is enough for Simisti?
The ideal duration of your Simisti vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to go to all the main attractions and explore some hidden treasures along the way.
How to find the best Simisti package deals?
Landing a cheap Simisti package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Simisti package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally 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 personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight 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 Simisti?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Simisti break.
Does Expedia offer Book Now, Pay Later Simisti vacation packages?
Set off on your perfect trip to Simisti with our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snag great deals before they sell out.

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