21 deals from our U.S. site*
* Taxes and fees may be additional.
Source: The Westin Boston Waterfront

Vacation like a VIP for half the price with a deal that includes a room upgrade and plenty of perks.

Select Thursdays-Sundays through Sept. 6
 
Source: The Westin Boston Waterfront

See this historic city while staying at a 4-Diamond hotel in the Seaport district.

Select Fridays-Saturdays through July
 
Source: The Westin Boston Waterfront

Take in views of the harbor from the floor-to-ceiling windows of an upgraded room at this AAA 4-Diamond Boston Seaport District Hotel.

Select Thursdays-Sundays through Sept. 6
 
Source: Hilton Boston Logan Airport

Save up to 35% at a 4-star hotel attached to Boston Logan International Airport.

Weekends in June
 
Source: Boating in Boston

See the Boston area from a unique water-based vantage point with kayak or paddleboard rentals for half off.

Through Aug. 30, 2015
 
Source: Odyssey Cruises - Boston

Members can save up to 40% any day of the week on a dinner cruise on the Odyssey, featuring panoramic skyline views of downtown.

Through June 30, 2015
 
Source: Spirit of Boston

Spend a Friday night aboard the Spirit of Boston, taking in the city skyline on its new Boathouse Cruise. Travelzoo members save half off admission.

June 12, 2015 - Sept. 25, 2015; Fridays only
 
Source: The Butterfly Place

Plan a trip to this an indoor garden with up to 500 butterflies for 40% off.

Through Oct. 31, 2015
 
Source: Fasika Ethiopian Restaurant

Experience the "amazing" Ethiopian dishes at this "hidden gem" in Somerville (Zagat) and save 50% on dinner or lunch.

Sunday-Thursday through Aug. 19, 2015
 
Source: Bully Boy Distillers

Bully Boy Distillers, Boston's first craft distillery, earns a 4-star rating from Yelp users for its small-batch organic handcrafted spirits. Save 50% on tours.

Through June 30, 2015
 
Source: Strange Brew

Learn to brew beer or wine for up to 60% off at Strange Brew, which earns an impressive 4.5-star rating from Yelp reviewers.

Through Oct. 27, 2015 (classes are available Tuesday and Sunday only)
 
Source: Cape Ann Whale Watch

Cape Ann Whale Watch is "one of the most comprehensive tours out there" and earns its place in the Top 5 American Whale-Watching Tours (CBS Local).

Through Oct. 1, 2015; blackout trips apply
 
Source: CityPASS Boston

Get a taste of all Boston has to offer and save more than 45% on admission to the city's top attractions.

Valid 9 days; redeem between March 1, 2015, and Feb. 29, 2016
 
Source: UNO Pizzeria & Grill

After inventing deep-dish pizza over 70 years ago, UNO Pizzeria & Grill brought the iconic Chicago recipe nationwide. Now members can craft their own.

Through Aug. 28, 2015; Tuesday-Sunday mornings
 
Source: Boston Sailing Center

Learn to raise the sails on the Boston Harbor with Boston Sailing Center, which earns 4.5 stars from Yelp users.

May 1, 2015 (weather permitting) - Sept. 30, 2015
 
Source: Kennedy or Civil War Tour in Boston

Save a Saturday this spring or summer to explore Boston on foot with a Kennedy or Civil War walking tour and save up to 40%.

Saturdays through July 4, 2015
 
Source: Go Boston Card

Get a taste of all Boston has to offer and save up to 55% on the gate prices to more than 50 of the city's top attractions with the Go Boston Card.

Voucher must be exchanged for a Go Boston Card by March 31, 2016
 
Friday, June 12, at 8 p.m.
Live Nation
 
 
 
Cheap Roundtrip Fares to Boston from:
(Per person, including taxes and fees. Click a price to verify availability now.)
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Travelzoo Tips

Anna Heinemann — Travel, Entertainment and Local Deal Expert
Anna Heinemann
Deal Expert, Chicago
So get your travel dates set and start planning early for the best opportunities. More