The Enigmatic Departure of Gandalf from Bree to the Grey Havens

Did Gandalf do anything else in Middle-earth after his brief encounter with Tom Bombadil? Years elapse between his departure from the hobbits outside Bree and his final departure from the Grey Havens. It’s logical to assume that time wasn't filled solely with conversations, for even two renowned scholars like Bombadil and Gandalf couldn't have spent all two years exchanging wisdom and stories. But the exact nature of Gandalf’s activities during these unrecorded years remains shrouded in mystery.

A Visit to Rivendell?

Considering the vastness of Middle-earth and the importance of Rivendell as a central hub for information and strategy, it’s possible that Gandalf made a brief stop there. Scholars and historians often journey to important centers of learning and governance. Rivendell, ruled by Elrond, would likely provide a strategic meeting point for Gandalf and other key individuals.

During this visit, it’s plausible that Gandalf shared information gathered from his time with Tom Bombadil. Perhaps he discussed the events that led up to his meeting with these simple folk. This meeting could also have been an opportunity for Gandalf to gather additional information that might be valuable in his ongoing quest to aid the hobbits.

A Stay with Cirdan and the Grey Havens

Another plausible scenario is that Gandalf returned to the Grey Havens to spend some time with Cirdan, the Noldorin Elf who was the last High Captain of the realm of Eldamar. The Grey Havens served as a sanctuary for those who wished to depart from Middle-earth and return to the Undying Lands, and it’s conceivable that Gandalf was there either taking his own leave or preparing for departure. Such a stay could have also involved teaching, as Gandalf was known for his wisdom and the guidance he provided to others. Smaug, an earlier encounter that pushed Gandalf towards his role as a guardian of the Grey Havens, indicates his strong connection to the area.

While the Grey Havens might not have witnessed extensive scholarly discussion, they provided safety and reflection, both of which are important for a journey like Gandalf’s. The silence and tranquility of the Havens could have been instrumental in preparing Gandalf for the final journey.

A Possible Itinerary

Based on logical assumptions, one plausible itinerary for Gandalf could involve a brief stop at Rivendell followed by a longer stay at the Grey Havens. Here’s a suggested timeline:

After leaving the Hobbits outside Bree, Gandalf makes a brief stop at Rivendell to share his insights and perhaps obtain more information. From there, Gandalf heads back to the Grey Havens where he spends a great deal of time with Cirdan, preparing for his departure and continuing to act as a mentor.

During his stay at the Grey Havens, Gandalf could have engaged in several important activities:

Participating in discussions about the fate of Middle-earth and the coming events. Engaging in meditation and reflection, gaining the wisdom he needs for the journey ahead. Teaching and imparting knowledge to other Elves and potentially to other travelers seeking sanctuary.

Conclusion: An Unrecorded Tale of Wisdom and Reflection

While the precise activities of Gandalf between his meeting with Tom Bombadil and his departure from the Grey Havens remain undocumented, a plausible scenario suggests a brief visit to Rivendell followed by an extended stay at the Grey Havens. These periods of travel and reflection would be consistent with his role as a prominent advisor and guardian in Middle-earth, ensuring that both he and the other Ringbearers were well-prepared for the challenges ahead.

By exploring these possibilities, we gain a deeper understanding of the rich and complex world of Middle-earth, and the multifaceted nature of Gandalf's role within it.