Romantic Date Ideas in Boston

Romantic Date Ideas in BostonLovebirds in Boston will find plenty of romantic hideaways. From boat rides and romantic dinners, to bed and breakfast stays and dancing cheek to cheek, there are dozens of ways to make new memories together. Plan your next date using our guide of romantic Beantown destinations.

Swan Boats
Enjoy a romantic excursion on Boston's signature Swan Boats. The boats travel over the waters of the Public Garden's lagoon, offering picturesque views of the gardens and the Boston skyline. This attraction is unique to the city, making it a one-of-a-kind date destination for you and your sweetheart.

Address: 4 Charles St S, Boston, MA 02116 - MAP
Phone: (617) 522-1966

Spirit of Boston
There's not much that could be more romantic than a date on the water. Plan your next date night with a Spirit of Boston sunset dinner cruise on the beautiful Boston Harbor. As you dine on a buffet of sumptuous foods you'll enjoy taking in the view of the city from the luxury ship; after dinner you'll have plenty of opportunities to get close with drinks and dancing. For an extra romantic moment, toast to your love while experiencing the view from the ship's outdoor deck.

Address: 200 Seaport Blvd, Boston, MA 02210 - MAP
Phone: (866) 310-2469

Gondola di Venezia
Experience a romantic outing in Italy without ever leaving the city with Gondola di Venezia. You'll be seated in an authentic gondola and you'll set out on an excursion on the Charles River; on your ride you'll be able to sip champagne or wine as you're serenaded by one of the talented musicians. Start date night out right on a trip with Gondola di Venezia.

Address: 96 Beacon St., Boston, MA 02210 - MAP
Phone: (617) 876-2800

Green Street Grill
Plan a romantic dinner date at the Green Street Grill. This restaurant has been a fixture in the city since the Great Depression, and is a local favorite that's known for putting a new spin on comfort foods and all-time favorites. After dining on one of the eatery's signature dishes, stick around for drinks; Green Street is proud to feature an award-winning cocktail menu and a variety of craft beers.

Address: 280 Green St., Cambridge, MA 02139 - MAP
Phone: (617) 876-1655

Ryles Jazz Club
Live music, drinks, dinner, and dancing are all part of the fun at Ryles Jazz Club. The club's two floors feature a variety of music genres, from jazz and blues to R&B and Latin tunes. Heat things up while dancing to Brazilian music on Wednesdays, or get close on the dance floor as you salsa and merengue on Thursdays. If you're in it for the jazz though, you'll want to be in attendance on Sunday night. This sultry venue is the perfect place for your next romantic date.

Address: 212 Hampshire St., Cambridge, MA 02139 - MAP
Phone: (617) 876-9330

Bed & Breakfast at 44 Commonwealth Avenue
Spend a romantic weekend at a cozy getaway guest room at the Bed and Breakfast at 44 Commonwealth Avenue, located at The College Club. The 11 rooms are all restored and boast “vintage charm with modern convenience”. You'll feel like you're in a 19th century love story during your stay here.

Address: 44 Commonwealth Ave., Boston, MA 02116 - MAP
Phone: (617) 536-9510


Samuel Sewall Inn

Address: 143 Saint Paul Ave., Brookline MA 02446 - MAP
Phone: (617) 713-0123

L.A. Burdick Handmade Chocolates

Address: 220 Clarendon St., Boston, MA - MAP
Phone: (617) 303-0113

Thinking Cup

Address: 165 Tremont Street, Boston, MA 02111 - MAP
Phone: (617) 482-5555