Head out on a picturesque journey through Cape Cod, winding down to Pleasant Bay’s serene shores for a private whale-watching adventure where you’ll have a chance to get up close to the largest marine mammals living in coastal waters – think orcas, humpbacks or perhaps even a Great White! And after your aquatic adventure, extend your stay, relishing the comforts of Wequassett Resort or meandering through the quaint streets of nearby Chatham. This is one Massachusetts experience not to be missed!

Tour Itinerary & Highlights

Note: This is a suggested itinerary – we can customize based on your preferences.

  • VIP Pickup: Start with a luxury ride from Cape Cod to Harwich, setting the tone for an exclusive day.
  • Private Sea Journey: Board the Bellamy, a 32-foot vessel, for a personal whale-watching experience in Pleasant Bay.
  • Oceanic Encounters: Spend three hours with your captain, spotting majestic whales right at eye-level in the Atlantic.
  • Wequassett Indulgence: Before or after, unwind at the five-star Wequassett Resort, a haven for gourmet dining and relaxation.
  • Charming Chatham Detour: Explore Chatham’s quaint shops and eateries, adding a local flavor to your luxurious escape.
  • Seamless Return: Conclude with a comfortable ride back in your luxury vehicle, the perfect end to an unforgettable Cape Cod whale-watching adventure.

More Information:

  • The duration of the tour is four (4) hours.
  • This tour is offered from mid-June through September 30th, seven (7) days a week.
  • You can customize the starting location of the tour to fit your schedule.
  • All stops, timing and inclusions of the tour are dependent on traffic and weather conditions.
  • Want to see something specific? We love to personalize our tours to suit your specific interests and passions!


*Gratuity for the boat captain is not included.