Top New England Romantic Tours

See a new perspective on the Providence waterfront—and enjoy a romantic, one-of-a-kind evening activity—aboard this sunset cruise. Make your own way to the centrally located docks at Fox Point Marina, board the vessel, and set off as twilight descends. With music playing in the background, you can sip Rhode Island-made wine and prosecco, glimpse architectural highlights and landmarks, and savor the tranquil ambiance.

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a course out past Burnt Island Light, Squirrel Island, Ram Island Light and the outer islands of Boothbay. Keep a sharp eye out for porpoise, Osprey, Bald Eagles, and harbor seals as we slip by local boats setting their pots or hauling in the lobster catch of the day. We have the best, most intimate sailing vessel for exploring Boothbay Harbor. Enjoy the beautiful coastline on our deck with a 360 degree view from every seat.

Discover Newport's enchanting beauty during twilight with the Golden Hour Experience, a luxurious private outing designed for couples and small groups. Guests are treated to a curated charcuterie board and champagne, enhancing the sophisticated atmosphere as golden light dances across the city's coastline and historic architecture. This unstructured experience allows for intimate conversation and relaxation, making it perfect for romantic nights, celebrations, or special occasions. Optional hourly add-ons provide flexibility for those wishing to extend their evening or seamlessly transition into dinner plans.

Enjoy a relaxing evening cruise along Providence’s waterways while being entertained by the magical WaterFire show. Starting from Providence Marina, you’ll get a great view of this seasonal attraction, which lights up the city. Travelers with all kinds of interests will be amazed by the WaterFire show, which includes movement, participation, and, of course, fire and water.

Discover Boston in the evening on a guided night tour that combines city highlights with a scenic sunset harbor cruise, all with convenient downtown hotel pickup and drop-off. Begin your experience with pickup from your downtown Boston hotel and set out on a narrated driving tour through the city’s most iconic neighbourhoods and landmarks. As you explore, your local guide will share stories of Boston’s history and culture while you take in the city illuminated at night. Then, head to the waterfront and board a relaxing sunset cruise through Boston Harbor. From the water, enjoy panoramic views of the skyline, historic sites, and bustling harbor as the sun sets and the city begins to glow. After the cruise, sit back and relax as you’re transported back to your downtown Boston hotel, completing a seamless and memorable evening experience.

This tour is built just for you! You provide what you'd love to see and do (scenery, farms, photography, food, artisans, etc.) and what you'd rather skip and I'll create a customized itinerary for your day. We'll travel in a built-for-back roads Bronco, with a (weather permitting) top-down, open air experience you won't soon forget! As much as possible, we keep off the main routes and stick to dirt roads where traffic doesn't exist, the scenery is breathtaking, and hidden views abound. There will be plenty of opportunities to pause and take it all in. Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride. The places provided listed here are just the start; this truly is a signature tour, tailored to you and your small group.

Travel back in time as you enjoy a relaxing tour past historic homes and churches. Listen as our carriage drivers describe the fascinating history of this lovely colonial village. Pet the horse before or after your ride. Hand us your camera, we'll take photos of you in the carriage! Current 2026 ride dates: Apr 11 & 12 (Wickford Daffodil Days), May 10 (Mother's Day), May 15, June 19, July 16, Aug 13, Sep 18, Oct 16 (Wickford Harbor Fire celebrations).

Step aboard the multi‑deck Provincetown II at Commonwealth Pier and kick off a night where Boston Harbor becomes your festival stage. From the moment you board, the music hits, the crowd comes alive, and the entire ship transforms into a floating summer celebration. Boston’s Best Summer Music Festival just leveled up — taking the party offshore with multi‑level DJs, live violin performances, and a festival‑style atmosphere that moves with you across the harbor.