Boston is a city with a very rich history and is filled with tons of culture. After all, it’s known as one of the country’s oldest cities and happens to be the capital of Massachusetts. Some notable historical events include the Boston Tea Party, the Battle of Bunker Hill, as well as the Siege of Boston. With all that history, it makes for a great place to live and/or visit. Even more so around a special day like Valentine’s Day!

Enjoy Valentine’s Day Dinner on Boston Harbor

Treat your special Valentine to something extraordinary on Valentine’s Day. City Cruises Boston has the perfect romantic outing, where you can kick back and relax on a luxurious yacht. The Boston Valentine’s Day Signature Dinner Cruise is a wonderful way to show your Valentine all the romance you can fit into an evening cruise around Boston Harbor. It is two glorious hours on the water, so be sure to dress in your semi-formal attire and get ready for an amazing Valentine’s dinner you will never forget.

This exhilarating evening on the water will include dancing to the music from a live DJ, delectable and creative cocktails available from the cash bar, and a chef-designed signature buffet menu along with Boston’s breathtaking views. You will be greeted by warm, welcoming, and hospitable staff who will ensure you have an amazing time.

The buffet menu includes Caesar Salad and Caprese Salad. Main courses feature Coriander Crusted Salmon and Root Vegetable Fricassee, while Garlic Mashed Potatoes and Seasonal Vegetables complement your main course. Enjoy cakes, brownies, and seasonal fruit for dessert. Unlimited coffee, tea, and iced tea are available as well as a guaranteed table for your party.

The cruise has extras and upgrades available for a more customized experience. Available packages include:

Silver Package:

• Glass of champagne/sparkling wine
• Single rose, per couple

Gold Package:

• Glass of champagne/sparkling wine
• Single rose, per couple
• Guaranteed window seat

Platinum Package:

• Romance package (bottle of Mumm [or equivalent], 1/2 dozen roses and logoed flutes)
• Guaranteed window seat

Fun Things to Do in Boston on Valentine’s Day 2025

On February 12, 2025 at 6:30pm, head to City Winery and get in the Valentine’s Day spirit at XOXO: An R&B Pre-Valentine’s Day Affair. The show stars Rey Royale and friends, and features music by DJ Roulette. Couples should save the date for a fun evening of music and love to set the mood for the weekend to come.

For something a little different on Valentine’s Day, bring your special someone, to Paint & Sip: Paint your partner! Located at the Boston Public Market, on Feb. 14, 2025, from 6:00pm to 8:00pm grab your significant other for a fun and creative evening of painting portraits of each other. Perfect for a Valentine’s Day date night to to create memories and take home something that will always remind you of this special outing.

The day after Valentine’s Day, get in your brunch era  and celebrate all things Taylor Swift with fellow Swifties at the Swiftie Galentine’s Day Brunch/Day party! On February 15, 2024 from 11:00am to 4:00pm, head to The Greatest Bar where you can enjoy brunch or just dance to the tunes played by a “Swiftie Specialist” DJ. There will also be karaoke, bracelet making, glitter face tattoos, stickers, a photo station, “Eras Tour” sweatshirt giveaways, and so much more!

Other Unique Valentine’s Day Options in Boston

Bring your date for a night of ice skating at The Boston Common Frog Pond. Whether you are a longtime ice skater or a beginner, this is a great place to enjoy Valentine’s Day. You can try skating lessons here, including private or group lessons. Skates and lockers are available to rent. Hang tightly onto your partner as you glide across the ice. Later you can head over to the Frog Pond Café, which has sandwiches, salads, snacks, and beverages. Ice skating runs from November to March.

Get romantic at Carrie Nation Restaurant and Cocktail Club, a speakeasy in downtown Boston that is sure to make your Valentine’s Day just a bit spicey for you and your date. Here you will find yourself feeling like you are back in the 1920s during the time of prohibition. They have various food menus as well as cocktails to quench your desire for a drink in a bygone era. “And though the main dining spaces are charming and inviting, slip along the bar to a corridor just beyond, making your way to the red velvet curtain and get ready to get raided,” according to their website. “Make sure to have a twenty spot, secret handshake or password and find yourself in Boston’s Original Speakeasy.”

Book Your Boston Valentine’s Day with City Cruises

Boston is such a great town with so much to do, it’s easy to see how it’s a top Valentine’s Day destination. Even with all there is to do, nothing beats a day on the water. So, book your Valentine’s Day with City Cruises in Boston and you won’t go wrong. You and your Valentine won’t want to miss the romance on the water.

FAQs – Celebrating Valentine’s Day 2025 in Boston

What is included in a Valentine’s Day dinner cruise?

A Valentine’s Day dinner cruise includes a delicious multi-course meal, live or DJ entertainment, and incredible views of Boston Harbor and its skyline. The atmosphere is designed for romance, with private tables available for couples.

Can dietary preferences or restrictions be accommodated?

Yes, City Cruises can accommodate dietary needs such as vegetarian, vegan, and gluten-free options. Please mention your requirements when booking or notify contact us in advance of your experience.

What is the dress code for Valentine’s Day cruises?

The dress code is typically smart casual to semi-formal. Many guests enjoy dressing up to enhance the romantic experience.

What Boston landmarks will we see during the cruise?

During the cruise, you’ll take in views of Boston’s iconic landmarks, including the USS Constitution, Bunker Hill Monument, Boston Tea Party Ships, and the shimmering city skyline.

What happens if the weather is bad on Valentine’s Day?

City Cruises operates rain or shine. The vessels are equipped with climate-controlled indoor spaces to keep guests comfortable regardless of the weather.

How far in advance should I book a Valentine’s Day cruise?

It’s recommended to book at least a month in advance, as Valentine’s Day is a popular holiday and cruises tend to sell out quickly.

Can I reserve a private table for two?

Yes, private tables are available to ensure a romantic and intimate experience. Early reservations are encouraged to secure the best seating.

Does City Cruises offer special packages for proposals or other celebrations?

Yes, City Cruises offers customizable packages for proposals or special celebrations. Contact their team to arrange added touches such as flowers, champagne, or a dedicated moment for your event.

Original Post Date: December 15, 2023