Naissaare Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Naissaare

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

The Three Sisters Hotel

Old Town Tallinn

$900

per person

Dec 11 - Dec 13

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

9.6/10 Exceptional! (258 reviews)

Just beautiful! Great location, delicious breakfast, and the room was lovely!

Reviewed on Oct 5, 2026

The Burman Hotel

Old Town Tallinn

$1,840

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.8/10 Exceptional! (61 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

$968

per person

Dec 11 - Dec 13

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Tallinn City Apartments Roosikrantsi

City Center

$1,018

per person

Dec 11 - Dec 13

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

10/10 Exceptional! (18 reviews)

Merchants House Hotel

Old Town Tallinn

$1,072

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

8.6/10 Excellent! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Naissaare

View all trips

5* Romantic vacations in Naissaare

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

Mövenpick Hotel Tallinn

City Center

$761

per person

Dec 11 - Dec 13

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

9.4/10 Exceptional! (853 reviews)

The Burman Hotel

Old Town Tallinn

$1,840

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.8/10 Exceptional! (61 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

$968

per person

Dec 11 - Dec 13

just found

Roundtrip non-stop flight included

Boston (BOS) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Naissaare

View all trips

3 Night Romantic vacations in Naissaare

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

The Three Sisters Hotel

Old Town Tallinn

$1,146

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.6/10 Exceptional! (258 reviews)

Just beautiful! Great location, delicious breakfast, and the room was lovely!

Reviewed on Oct 5, 2026

The Burman Hotel

Old Town Tallinn

$1,636

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.8/10 Exceptional! (61 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

$1,236

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Naissaare

View all trips

4 Night Romantic vacations in Naissaare

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

Revelton Suites Tallinn

Kesklinn

$929

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.8/10 Exceptional! (217 reviews)

Clean comfy spacious room. Only minor issue was the light getting in through the numerous windows so it was bright rather early. Otherwise super.

Reviewed on Jul 7, 2026

The Burman Hotel

Old Town Tallinn

$1,840

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.8/10 Exceptional! (61 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

$1,322

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Naissaare

View all trips

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 $761. 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?