Where to Go for Your 20th Anniversary: Unforgettable Destinations

Plan Your Perfect 20th Anniversary Getaway: Romantic Destinations

Set sail on luxury cruises to breathtaking destinations worldwide.

Reaching your 20th anniversary is a milestone filled with love, memories, and shared experiences—a perfect occasion to celebrate with a romantic getaway. For couples who have spent two decades together, choosing a destination that offers comfort, beauty, and accessibility is key. Here are ten romantic cities tailored to couples looking for an unforgettable yet easy-to-navigate escape for their 20th anniversary.

1. Vienna, Austria

Why Vienna? Vienna’s elegant charm, classical music heritage, and serene atmosphere make it an ideal destination for an anniversary.

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Its excellent public transportation and easy-to-navigate city center add to its appeal for older couples.

Best Time to Visit:

April to June or September to December for pleasant weather or festive holiday markets.

5 Romantic Highlights:

1. Attend a classical concert at the Vienna State Opera.

2. Wander through the enchanting Schönbrunn Palace gardens.

3. Savor a slice of Sachertorte at the historic Café Sacher.

4. Take a romantic Danube River cruise.

5. Stroll through the cobbled streets of the Old Town.

3 Most Romantic Hotels:

1. Hotel Imperial, a Luxury Collection Hotel.

2. Palais Coburg Residenz.

3. The Ritz-Carlton, Vienna.

2. Florence, Italy

Why Florence? Florence is a city where romance, art, and history converge.

Explore the world together with curated group tours for every interest.

Its compact size, walkable streets, and incredible architecture make it perfect for a leisurely exploration. From Renaissance masterpieces to Tuscan culinary delights, Florence captures the essence of romance.

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Best Time to Visit:

April to June or September to October for pleasant weather and fewer crowds.

5 Romantic Highlights:

1. Admire Michelangelo’s David at the Accademia Gallery.

2. Stroll across the iconic Ponte Vecchio bridge.

3. Take in the panoramic view of the city from Piazzale Michelangelo.

4. Indulge in a wine-tasting tour of the nearby Chianti region.

5. Enjoy a candlelit dinner at a rooftop restaurant overlooking the Duomo.

3 Most Romantic Hotels:

1. Villa Cora.

2. Hotel Lungarno.

3. Villa San Michele, A Belmond Hotel.

3. Bruges, Belgium

Why Bruges? Often called the “Venice of the North,” Bruges is a fairy-tale city with charming canals, medieval architecture, and a peaceful ambiance.

Discover iconic landmarks and hidden gems on expertly planned group tours.

Its small size and flat terrain make it ideal for easy exploration.

Best Time to Visit:

May to September for mild weather and vibrant flower displays.

5 Romantic Highlights:

1. Take a scenic boat ride along the canals.

2. Visit the picturesque Lake of Love (Minnewaterpark).

3. Explore the Belfry of Bruges for panoramic views.

4. Share handmade chocolates from a local chocolatier.

5. Stroll hand-in-hand through the Markt Square at sunset.

3 Most Romantic Hotels:

1. Hotel Dukes’ Palace Bruges.

2. Relais Bourgondisch Cruyce.

3. The Pand Hotel.

4. Lake Bled, Slovenia

Why Lake Bled? Lake Bled is a picture-perfect destination with its emerald-green waters, a charming island church, and a castle perched on a cliff.

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The serene atmosphere and breathtaking scenery make it a romantic retreat ideal for couples celebrating a lifetime of love.

Best Time to Visit:

May to September for warm weather or October for gorgeous autumn colors.

5 Romantic Highlights:

1. Take a traditional pletna boat ride to the island and ring the church bell for good luck.

2. Walk the lakeside trail and soak in the stunning views.

3. Share a slice of the famous Bled cream cake at a lakeside café.

4. Explore Bled Castle and its panoramic views of the lake and Julian Alps.

5. Watch the sunset over the lake from the Ojstrica viewpoint.

3 Most Romantic Hotels:

1. Grand Hotel Toplice.

2. Vila Bled.

3. Hotel Triglav Bled.

5.  Savannah, Georgia, USA

Why Savannah? Savannah combines Southern charm, stunning oak-lined streets, and historic beauty, making it a perfect romantic destination for celebrating a 20th anniversary.

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Its walkable downtown, warm hospitality, and tranquil atmosphere offer couples a mix of relaxation and cultural exploration.

Best Time to Visit:

March to May or September to November for pleasant weather and blooming gardens.

5 Romantic Highlights:

1. Wander through Forsyth Park, famous for its iconic fountain and lush greenery.

2. Take a private horse-drawn carriage ride through Savannah’s Historic District.

3. Stroll the charming cobblestone streets of River Street by the Savannah River.

4. Share a gourmet meal at The Olde Pink House, set in a historic mansion.

5. Enjoy a sunset cruise on the Savannah River.

3 Most Romantic Hotels:

1. Perry Lane Hotel, a Luxury Collection Hotel.

2. The Alida Hotel.

3. Mansion on Forsyth Park.

6. Quebec City, Canada

Why Quebec City? Quebec City is often called “North America’s Europe,” thanks to its cobblestone streets, charming architecture, and French-inspired culture.

Solo or group travel, designed by women for women.

This romantic city is compact, easy to explore on foot, and offers a magical old-world charm perfect for celebrating two decades of love.

Best Time to Visit:

June to September for warm weather and vibrant festivals, or December for a cozy winter wonderland experience.

5 Romantic Highlights:

1. Stroll hand-in-hand through Old Quebec and the Petit Champlain district.

2. Dine in a candlelit setting at Le Saint-Amour, known for its gourmet French cuisine.

3. Enjoy the stunning views from the Terrasse Dufferin overlooking the St. Lawrence River.

4. Take a scenic drive along the historic Route de la Nouvelle-France.

5. Relax with a romantic sleigh ride through the snow if visiting in winter.

3 Most Romantic Hotels:

1. Fairmont Le Château Frontenac.

2. Auberge Saint-Antoine.

3. HĂ´tel Le Germain Quebec.

Create lifelong memories with personalized family travel experiences.

Your 20th anniversary deserves a celebration as special as your love story. 

Let us help you create an unforgettable journey to one of these romantic destinations. Contact us today to start planning your dream trip!

Celebrate love with bespoke romantic travel experiences.

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