Sit on the Left side of the plane for the best views on flights from Boston to San Juan. The left side wins overall because the Boston departure view is genuinely spectacular — the full city panorama, harbor, and Charles River are hard to beat. The left side also tracks the US East Coast during cruise, with occasional glimpses of the Outer Banks and Carolinas coastline. The right side landing view at SJU is excellent but the departure experience tips the balance to left.

During takeoff from General Edward Lawrence Logan International (BOS), sit on the Left side for the best views. Logan's primary southbound departures on Runway 22L/22R send aircraft over Boston Harbor and then swing southwest over the city. The left side captures downtown Boston, the Charles River, and the Back Bay grid clearly during climb-out. Right side faces the open Atlantic with little of interest. Notable sights include: Downtown Boston skyline, Charles River and Cambridge, Boston Harbor islands, Cape Cod peninsula visible to the south as altitude increases.

When landing at Luis Munoz Marin International (SJU), sit on the Right side for the best views. San Juan's Runway 10 is the primary arrival heading from the north, meaning aircraft approach from the Atlantic over the northeast coast of Puerto Rico. The right side faces south toward the island interior, giving views of El Yunque rainforest and the mountainous spine of the Cordillera Central. The left side looks back out over open ocean. Notable sights include: El Yunque National Forest and its peaks, Cordillera Central mountain spine, San Juan metropolitan area and Condado lagoon, Puerto Rico's northeastern coastline.

The flight from General Edward Lawrence Logan International (BOS) to Luis Munoz Marin International (SJU) takes Approximately 3 hours 30 minutes to 3 hours 50 minutes.

The flight tracks roughly south-southwest from Boston, passing over Rhode Island and Connecticut, then the New York metro area visible to the west. Over the mid-Atlantic states the Chesapeake Bay is identifiable from altitude on clear days. The route then crosses over the Outer Banks of North Carolina before heading out over open Atlantic. The Bahamas archipelago may be visible as shallow turquoise water and low sandy cays near the southern portion of the flight before Puerto Rico's mountains appear on the horizon.