Boston Proposal Ideas & Packages
We offer fully-planned Boston proposal packages where every detail is handled, so you can simply be present for the moment that matters most.
Trending Proposal Packages
Curated proposal experiences designed for couples who want expert planning without starting from scratch.
Setup 01
Heart Arch Proposal
A romantic heart arch proposal in a Boston park
Discover a beautiful floral heart arch with a “Will You Marry Me?” neon sign, then get down on one knee and pop the question.
What’s Included
Starting at
$1,509
Setup 02
Boston Rooftop Proposal
An exclusive rooftop proposal with skyline views
Step onto a private rooftop at a 4-star hotel and take in sweeping views of Boston Common and the Charles River before you propose.
What’s Included
Starting at
$2,149
Setup 03
Photo Tour Proposal
A hidden-camera walking tour proposal around Boston
Your partner thinks it’s just a photo tour of Boston Common or Copley Square, but when you reach the perfect spot you drop to one knee — all caught on camera.
What’s Included
Starting at
$675
Setup 04
Private Helicopter Proposal
A helicopter proposal soaring over the Boston skyline
Fly over the Boston skyline and North Shore with your partner, then celebrate your proposal the moment you land.
What’s Included
Starting at
$1,179
Setup 05
Light the Night Proposal
A candlelit moonlit stroll proposal
Take your partner on a moonlit stroll until she’s surrounded by a sea of candles you’ve set up just for her.
What’s Included
Starting at
$549
Setup 06
Musical Serenade Proposal
A musician-serenaded surprise proposal
At one of Boston’s most iconic spots, a musician surprises your partner with flowers and a serenade of her favorite love song before you propose.
What’s Included
Starting at
$675
Setup 07
Romantic Room Makeover Proposal
A candlelit room makeover proposal wherever you’re staying
Our event design crew transforms your home or hotel room with LED candles, rose petals, and framed photos, complete with champagne to celebrate.
What’s Included
Starting at
$769
Setup 08
Romantic Picnic Proposal
A romantic picnic proposal in the park or along the water
Stumble upon a customized picnic with pillows, framed photos, and rose petals, then celebrate your proposal with cider and chocolate-covered strawberries.
What’s Included
Starting at
$599
Setup 09
Flash Mob Proposal
A surprise flash mob proposal you’ll never forget
A professionally choreographed flash mob bursts into a spontaneous performance to your chosen song, culminating in the perfect moment to propose.
What’s Included
Starting at
$2,249
The Process
How It Works
Choose Your Package
Browse our curated Boston proposal experiences and choose the one that fits your love story.
We Plan Everything
Our Boston planners handle location, decor, vendors, timing, and every last detail.
Show Up & Propose
You receive a step-by-step plan, arrive, get down on one knee, and be fully present.
Custom Proposal Planning
Don’t see the exact setup you’re picturing? We design fully custom proposals built around your relationship.
Client Testimonials
It’s not just about pretty setups, it’s about getting it right. Here’s the proof.
Thank you all for making our night the most wonderful experience!!
A quick note to thank you all for making our night the most wonderful experience!! My fiance and I couldn’t be happier with how everything turned out!! I sincerely appreciate all of your guidance and patience. Ian, the arrangement was outstanding!! We both commented that these were the best roses that we had ever seen!! Wow!! You all really made our day so special!!
A huge thank you to the Heart Bandits for bringing my proposal to life.
A huge thank you to the Heart Bandits for bringing my proposal to life. I was nervous about planning a proposal in a different country but Marvin, his wife and their team did a fantastic job working with the resort and the vendors. The execution was flawless and my fiance loved everything!! I would strongly recommend them for anyone looking to plan a magical proposal.
Frequently Asked Questions
Everything You Need to Know about proposing in Boston
Every experience includes full planning and coordination, venue selection (or your preferred location), timeline + itinerary creation. Our Boston Proposal Planners make sure all of the elements included in your proposal package are all handled – you just show up and propose.
We’re a family-owned and operated company, and we don’t outsource our proposals to assistants or “team members.” Every single proposal is personally planned by an owner with over 16 years of experience. We also pioneered the modern proposal planning industry – many companies today follow the model we created. Most importantly, we’re known for our exceptional customer service and for truly caring about every proposal as if it were our own.
Because it makes everything stress-free. We handle the planning, decor, photographer, timing, and logistics so all you have to do is show up, enjoy the moment, and propose.
Just yourself (and your partner)! We handle setup, proposal elements, timing, and coordination. If you have special items (like a sentimental object, thin engagement ring box, or handwritten note), feel free to bring them as well.
Yes. All packages can be customized with enhancements like professional photography, videography, live musicians, florals, signage, and more.
Yes – most couples add photography or videography to capture the moment. You’ll receive professional edited images and/or video deliverables depending on your package and add-ons.
Yes! You can include guests in your plan (up to venue capacity limits). Let us know how many people will attend and we’ll plan accordingly.
Yes – we partner with top photographers, musicians, florists, and venues across New England. We only work with vendors experienced in proposal execution and timeline management so your experience is seamless.
We know that Boston’s weather can be very unpredictable but you have options. Depending on the package, you can reschedule, but we also understand that many clients are visiting Boston and may not have that flexibility. If your proposal needs to happen as planned, we’ll explore all alternatives – including moving to a covered location, switching to one of our indoor venues (if available), or setting up at a venue you provide.
Your Boston Proposal Planned by the owners
Michele and Marvin personally plan every proposal — no rotating
team, no guesswork. Let’s build the moment you’ll actually want
to remember.
Where to Propose in Boston
Boston’s mix of culture, elegance, and old world charm make a perfect backdrop for your proposal. Amazing architecture and beautiful parks give ample opportunities for proposals. Our Boston proposal ideas cover many options for different personalities and budgets. If you don’t see exactly what you are looking for, our proposal planners can create customized proposal packages for you and your partner.
Boston Commons
This place is absolutely gorgeous and it’s right in the center of the city. It has an enormous amount of history, being that it is the oldest city park in the US and it is a beautiful place to walk around at. You can take your love around Swan Lake and propose in the spring time. You can also build a snowman here…
Christopher Columbus Park
One of the hidden secrets in Boston. This park is right by Boston Harbor and a short walk from Faneuil Hall, New England Aquarium, and the North End. This location has a beautiful trellis to give you that magical feel. You can have a musician or a romantic setup here waiting. Take your partner here for your…
The Charles River
In the summer time this is the perfect place to rent a small sailboat and enjoy the charming city skyline. You can even take a gondola ride over there with Gondolas de Venezia . Since it’s right next to the city you can propose here then go celebrate at one of the great restaurants on Newbury St.
Freedom Trail
If your sweetie is a history buff, then along this trail would be a good place to propose. There are many churches and landmarks that have a ton of American history associated with it. Take your partner to this trail to make your own romantic history by proposing at a famous location.
MIT
There are tons of colleges and universities in the Boston area and if you’re significant other went to school there a good place to propose might be where they had a lot of great memories. Not only is MIT an amazing school, it has a beautiful view of Boston. Right across the Charles River, you can take a walk by…