India, Southeast Asia in general, and Siam in particular share a long history of cultural and commercial relations. Located in each other’s extended neighbourhood, India and Thailand have a shared maritime boundary in the Andaman Sea. Situated in the strategic position, midway between West Asia on the one hand and East Asia on the other, India and Siam combined played a significant role in the maritime transactions in Asia and beyond. The geographical proximity between India and Siam led to multifaceted maritime interactions and exchanges. Siam was in the Indian sphere of cultural, religious, philosophical, technical, and linguistic influence much before the Common Era. The cultural and mercantile networks between India and Siam are well-attested by archaeological and literary sources. The archaeological findings in Siam and other Southeast Asian countries have revealed the dynamic trade and cultural exchange between India and Southeast Asia since the pre-Common Era. The Takola (modern Takua Pa) area served as a more suitable landing place for Indian merchants and there existed the settlement of the Indian mercantile community. Ligor (Nakhon Si Thammarat), Jaya (Chaiya), Patalung (Phatalung), U Thong, Ban Don Tha Pet, Ban U Taphao, Khao Sam Kaeo, and many other sites in Siam have brought to light a large variety of objects which demonstrate that ancient Siam had close mercantile contact with India as well as the Mediterranean world and China. The paper discusses in detail the cultural and trade links between India and Siam and their impact on the Maritime Silk Road.