All Gloucester Tours & Excursions in 2026

Enrich your New England road trip with a private self-guided audio tour of Cape Ann that you can listen to as you drive. Filled with evocative tales and historic information, the tour leads you on a scenic loop between Gloucester and Rockport, highlighting the region’s top landmarks and attractions. The convenient app-based guide allows you to travel at your own pace and stop whenever you wish.

Explore the coastline of Gloucester and Rockport, Massachusetts, with this self-guided GPS audio driving tour of Cape Ann. Discover the rich history of Cape Ann as you visit iconic sites like the medieval Hammond Castle Museum and picturesque Halibut Point State Park. Learn about the granite industry's fascinating past and the artistic legacy of local painters like Fitz Henry Lane while enjoying stunning views along Route 127 and 127A. This tour allows you to explore at your own pace, making it perfect for families and history enthusiasts alike. - Self-guided tour covering 25 miles of scenic coastline - Visit historical sites like Hammond Castle and Eastern Point Lighthouse - Flexible pacing allows for stops at beaches, museums, and trails - Family-friendly, suitable for all ages and no 4WD required

Enjoy a full-body table massage designed to melt away stress and ease muscle tension. Perfect for total relaxation and rejuvenation.

Experience ultimate relaxation and rejuvenation with our Hydrotherapy Massage Bed. Let the soothing water therapy and gentle massage techniques melt away stress and tension, leaving you feeling refreshed and revitalized.

Experience a unique Himalayan Salt Cave on Main Street in beautiful Gloucester, MA. Enjoy a 30-minute session in a zero gravity chair with salt air from our halotherapy generator. Revive Wellness LLC is a newly built wellness facility with state-of-the-art treatments. Please wear comfortable clothing and bring socks. Socks are available onsite for purchase. Note: No refunds for cancellations made less than 24 hours in advance.

Set sail on a private catamaran adventure aboard the Fountaine Pajot Mahe 36 Evolution, designed to accommodate up to 6 guests or more with prior arrangement). Captained by the knowledgeable Capt. Lu, enjoy the scenic Gloucester Harbor and rugged Cape Ann coastline in a relaxed atmosphere. This sailing experience is perfect for families, couples, and small celebrations, providing ample space to unwind and explore at your own pace. - Experience Gloucester's coastline from a spacious 36-foot catamaran - Tailored trips for special occasions like birthdays and proposals

Enjoy complete flexibility and explore the parts of Massachusetts that most interest you with this collection of self-guided walking and driving tours. Receive 10 different itineraries and choose the day and time to use any of them. Use offline with GPS and learn about each place as you travel through.

Discover Boston, Salem, and Cape Ann with maximum flexibility using this self-guided audio tour. Location-based narration shares colorful local history as you explore—it’s all at your own pace, which means you can stop and start the guide as you pause to take photos, eat lunch, or take breaks. Since the self-guided tour uses offline maps, it even works without cell service or WiFi.

Turn Gloucester into your own outdoor spy adventure on this interactive escape game. Solve clues, complete challenges, and uncover new locations using your smartphone as the mission unfolds. Unlike traditional sightseeing activities, the focus is on teamwork, problem-solving, and shared experiences while exploring Gloucester in a fun and engaging way. Suitable for friends, families, celebrations, and team-building groups. Larger groups are divided into multiple private teams.