Travel Boston in Style with Points & Perks

Boston is a city where history meets modern charm—cobblestone streets, iconic landmarks, and vibrant neighborhoods all waiting to be explored. Whether you’re here for a quick weekend getaway, a cruise port stop, or a business trip turned mini-vacation, Boston offers endless opportunities to maximize your travel.

From Southwest Companion Pass flights to Hilton Diamond Status hotel perks and Chase Sapphire Lounge access, we’ll show you how to stretch your points and benefits while enjoying the best of Beantown. Walk the Freedom Trail, savor fresh seafood, and discover hidden gems—all while traveling smarter, not pricier.

👉 Dive into our Boston guides below for itineraries, hotel reviews, cruise port tips, and family-friendly hacks designed to help you leave no point left behind