Naissaare Romantic Vacations

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Top Romantic vacation packages in Naissaare

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

Bob W Tallinn Kesklinn

Kesklinn

$734

per person

Oct 10 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Tallinn (TLL)

9.6/10 Exceptional! (203 reviews)

It’s a wonderful choice to stay in. It’s very clean and spacious.

Reviewed on Jul 31, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$1,171

per person

Oct 14 - Oct 20

found 20 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Tallinn (TLL)

9.4/10 Exceptional! (1,004 reviews)

Tallinn Apartment Hotel

Kesklinn

$813

per person

Oct 14 - Oct 20

found 20 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Tallinn (TLL)

9.6/10 Exceptional! (51 reviews)

Great pace! Enjoyed our stay

Reviewed on Apr 5, 2026

Tallinn City Apartments

Old Town Tallinn

$869

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

8.8/10 Excellent! (458 reviews)

The apartment was at a completely different location than what was listed on the reservation/booking, and we chose the apartment based in large part on the location. The day before we arrived, we were emailed instructions telling us to go to a hotel to pick up the key and the email included a picture of a steep, long staircase we would have to use and informing us there was no elevator. When we arrived, it turned out to be not one, but two very long, steep staircases that were impossible to climb with larger suitcases. I felt like they purposely did not include this information in the description because very few people would ever book the apartment. It was ridiculous.

Reviewed on Jul 16, 2026

Bob W Tallinn City Centre - Ambassador

City Center

$735

per person

Oct 10 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Tallinn (TLL)

9.2/10 Wonderful! (185 reviews)

Good location. Modern accommodation. No toaster which was disappointing and apartment was hot no air con. Given fan on day two of stay. Should have fans in all apartments and toasters.

Reviewed on Aug 1, 2026

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5* Romantic vacations in Naissaare

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

The Burman Hotel

Old Town Tallinn

$818

per person

Oct 11 - Oct 12

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Tallinn (TLL)

9.8/10 Exceptional! (53 reviews)

Everything was lovely, from the breakfast to the staff. I love small hotels and they’ve done an excellent job at maintaining it. Everyone was friendly and the location was wonderful.

Reviewed on Aug 1, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$1,171

per person

Oct 14 - Oct 20

found 20 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Tallinn (TLL)

9.4/10 Exceptional! (1,004 reviews)

Radisson Collection Hotel, Tallinn

City Center

$885

per person

Sep 14 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

9.6/10 Exceptional! (1,163 reviews)

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3 Night Romantic vacations in Naissaare

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

Bob W Tallinn Telliskivi

Pohja-Tallinn

$733

per person

Oct 10 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Tallinn (TLL)

9.6/10 Exceptional! (322 reviews)

Bob W Tallinn City Centre - Ambassador

City Center

$735

per person

Oct 10 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Tallinn (TLL)

9.2/10 Wonderful! (185 reviews)

Good location. Modern accommodation. No toaster which was disappointing and apartment was hot no air con. Given fan on day two of stay. Should have fans in all apartments and toasters.

Reviewed on Aug 1, 2026

Bob W Tallinn Kesklinn

Kesklinn

$734

per person

Oct 10 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Tallinn (TLL)

9.6/10 Exceptional! (203 reviews)

It’s a wonderful choice to stay in. It’s very clean and spacious.

Reviewed on Jul 31, 2026

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See all available trips from Columbus to Naissaare

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4 Night Romantic vacations in Naissaare

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

Tallinn City Apartments

Old Town Tallinn

$774

per person

Sep 12 - Sep 15

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

8.8/10 Excellent! (458 reviews)

Reviewed on Jul 16, 2026

Blacksmith Old Town Apartments

Old Town Tallinn

$826

per person

Sep 12 - Sep 15

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

8.8/10 Excellent! (26 reviews)

Terrific location. The owner is very quick to respond. Note that this location is not for someone who has issues with stairs or someone who is used to daily maid service. The independence of Not having maid service was a plus for us... no interruptions/waiting. Would stay here again!

Reviewed on Jul 24, 2026

Novotel Tallinn

Kesklinn

$826

per person

Sep 12 - Sep 15

found 9 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

9.2/10 Wonderful! (62 reviews)

Very helpful staff at reception 😀

Reviewed on Aug 6, 2026

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How can I find the best Naissaare vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Naissaare romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Naissaare?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Naissaare?

Put a price on love with stunning deals for duos starting at just $733. Prices and availability are subject to change. Additional terms may apply.

Can I book Naissaare spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Naissaare?

To book a loved-up break in Naissaare, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Naissaare with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Naissaare romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?