The following are a collection of sources that in some way describe trade with the Karankawas:
[1684-1687] The La Salle Expedition to Texas: 1684-1687
Author: Henri Joutel
Written In: ~1691
Description: Henri Joutel served as a trusted lieutenant during Sieur de La Salle’s attempt to establish a military settlement deep within the Karankawas’ territory in 1685. When French settlers and the Karankawas first encountered each other, they maintained cordial relationships. Trouble began when one of La Salle’s ships Aimable became grounded and split-up in the Bay. Some days after Aimable grounded, La Salle’s men saw the Clamcoehs (Karankawas) with goods from the shipwreck. A small number of hot-headed Frenchmen went to the Karankawas’ camp with their weapons on display and started a war. The Karankawas proved adept at ambushing and killing stray Frenchmen. The French proved less adept at ambushing and killing the Clamcoehs.
With La Salle’s colony floundering, the cavalier decided to traverse a thousand miles northward to Canada and acquire aid. Before doing so, La Salle made peace with the Karankawas. Forty-six of the original two-hundred and eighty colonists remained. Sixteen men accompanied La Salle, including Joutel. Twenty-five men, women, and children remained at the colony. Moreover, four deserters (or men purposefully left by La Salle among Native Americans groups) lived among the Caddos and Coahuiltecans.
On La Salle’s trip north, his men murdered him and would have murdered Joutel had they not been calmed by La Salle’s brother, Jean Cavelier. Joutel and those who did not participate in the assassination traversed to Canada and returned to France in late 1688. His journal is widely considered the most accurate source concerning the La Salle colony.
(1) La Salle’s first encounter with the Karankawas is mutually friendly. They swim to his ship, he provides clothing and food and asks about his location. Karankawas return to the beach and invite the French to land, but with seas too rough, La Salle continues further down the Texas coast. Karankawas follow his progress (72-75). This is key because often historians blame Karankawas for “immediately beginning depredations upon the colony.” Kathryn Stoner O’Connor, Presidio La Bahía (Austin: Von Boeckmann-Jones Co, 1966), 3. Instead, the Karankawas treated the newcomers with respect.
(2) In search of the Mississippi, La Salle lands his men on Matagorda Island and has them march along the coast until they encounter the river. On this march, they notice that the Karankawas had previously burned the prairie—likely to drive out game and attract buffalo to new sprouts (83, 139). Moreover, men are anxious about Karankawas. Not because of anything the Karankawas had done, but rather the European idea that Natives were inherently “savage” (84).
(3) The Karankawas second major encounter with La Salle is, again, quite favorable (88-89). Joutel describes the Karankawas’ sign language. Specifically, “demonstrating friendship by putting their hands over their hearts” (88).
(4) Karankawas invite a few of La Salle’s men to their village. Joutel describes their settlement in detail (89-90).
(5) La Salle’s ship Aimable wrecks (91-92). La Salle’s men spotted some Karankawas with bolts of Normandy blankets from the wreckage (93). A group of men, unwisely chosen by La Salle, recklessly march into the Karankawas’ camp with their weapons on display, causing most Karankawas to flee. These Frenchmen reclaimed their goods and in turn, stole canoes and other items from the Karankawas. They started a war. Karankawas ambush and kill two of these men shortly after (94).
(6) Karankawas are watching the French in their fort (98-106). They are keeping the men anxious and unable to stray too far. In short, they are making the living experience horrendous.
(7) La Salle makes a sweeping attack against the Karankawas. He and his men killed four and captured three women (117). One woman died from her wounds. A young girl was baptized and then shortly after perished (136). What became of the last woman is unknown.
(8) Karankawas kill six men in revenge (120).
(9) Another skirmish with the Karankawas takes place (141-142).
(10) Yet another skirmish is recorded, one Karankawa is wounded, presumed possibly dead (147-148).
(11) La Salle is preparing to leave for French-Canada, but before doing so he tries to make peace with the Karankawas so they will no longer attack Fort Saint Louis (155-159). Joutel writes, “if these precautions of [peace] had been taken from the moment we arrived in the country, the natives would not then have killed so many of us” (157).
Access: Henri Joutel, The La Salle Expedition to Texas: 1684-1687, ed. William C. Foster, trans. Johanna S. Warren (Austin: Texas State Historical Association, 1998). Unfortunately, educational fair-use only allows me to post 10% of this text. If you have the means, this source is well worth acquiring. There is a great deal of additional information that I wish I could upload. And more generally, Joutel’s account is plain fascinating. If additional context is required, contact me.
Further Reading: Robert Weddle has written prolifically on the La Salle expedition. See particularly: Weddle, The Wreck of the Belle, the Ruin of La Salle (College Station: Texas A&M University Press), 2001; Weddle, Wilderness Manhunt: The Spanish Search for La Salle (Austin: University of Texas Press, 1973); Weddle, “La Salle’s Survivors,” The Southwestern Historical Quarterly 75, no. 4 (April, 1972): 413-433.
 Juan Enríquez Barroto’s Voyage and Diary
Author: Juan Enríquez Barroto
Written In: 1687
Description: When the Spaniards learned that the French had settled in Texas, they sent numerous expeditions to locate and ultimately destroy the French establishment. Juan Enríquez Barroto served as chief pilot on one of these searches by sea in 1687. He mapped geographical features and recorded all that he saw. Sailing north from Veracruz, this expedition hugged the entire coast of Texas and treated with nearly every Native American group along that coast.
(1) Spaniards attempt to kidnap a Karankawa. With a knife, the Karankawa wounded three of his would-be captors and caused the Spaniards to flee. See April 7th, pg. 173.
(2) A war between the Atakapas and Karankawas during this period is implied. In 1719, a shipwrecked Frenchman who the Akokisas enslaved, validates a conflict between the Akokisas and the Karankawas. See April 23rd, pg 184. And the Simars de Bellisle entry.
(3) The Karankawas geographical range is labeled as from around Aransas Bay to Matagorda Bay. From Corpus Christi southward, Enríquez labels as being the lands of “pelones y rayados” (bald and tattooed), or Coahuiltecans. From Galveston Bay northward, Enriquez labels as being the lands of the Akokisas and Atakapas. Karankawa Indians increased their borders in both directions over time.
Access: Robert Weddle, La Salle, the Mississippi and the Gulf (College Station: Texas A&M Press, 1987) 173-174. I am unable to post a full copy of this text because of fair-use conditions, so I have only uploaded the sections that have relevance to the Karankawas. If additional context is required, contact me.
Further Reading: For more on how the Spaniards learned of the French settlement of Fort Saint-Louis, see Weddle, Wilderness Manhunt: The Spanish Search for La Salle (College Station: Texas A&M Press, 1973), 7-14.
[1689-1690] Texas and Northeastern Mexico, 1630-1690
Author: Juan Bautista Chapa
Written in: ~1690
Description: Chapa accompanied Alonso de León on his 1689 expedition. Although Chapa was not part of the 1690 expedition, he provides additional information on the entrada. Chapa and the De León family were quite close, therefore his history is biased in their direction.
This document describes “a Frenchman” who serves as a guide. This Frenchman is Jean Henri (Jean Géry, Jean Jarry), a possible deserter of La Salle’s colony. Chapa provides a great deal of information on Henri, but for the sake of this entry, and the limited amount of pages I can share under educational fair-use, I have not included this information. I am in the process of writing an article about Henri. Upon completion, I will post it here.
(1) De León’s expedition learns that “coastal Indians” (Karankawas) killed most of the Fort Saint Louis settlers (pg 127).
(2) De León’s expedition arrives at Fort Saint Louis and records the destruction (pgs 128-136).
(4) Chapa describes the abduction of three Talon children (Marie-Madelaine, Robert, and Lucien Jr. Talon) from the Karankawas. It seems that Chapa almost certainly had access to De León’s 1690 journal because his account is almost exactly parallel (pgs 153-154). Jean-Baptiste Talon’s testimony (see Jean Baptiste Talon’s entry, page 241) is likely the most accurate accounting of this incident.
Further Reading: For more on the Talon Children and Jacques Grôlet and Jean L’Arcjevêque see, Robert Weddle, “La Salle’s Survivors,” The Southwestern Historical Quarterly 75, no. 4 (April, 1972): 413-433; Weddle, The Wreck of the Belle, the Ruin of La Salle, (College Station: Texas A&M University Press, 2001), 254-262.
 Diary of the Alarcón Expedition Into Texas
Author: Fray Francisco Céliz (I will write a Handbook of Texas entry)
Written in: 1718-1719
Description: In 1718, Governor of Texas Martin de Alarcón was tasked with establishing a mission and presidio on the San Antonio River, with resupplying the missions among the Caddos in East Texas, and with selecting potential settlement sites “for the purpose of repelling all foreign invasion or commerce.” During his expedition, Alarcón took twenty-nine troops, nineteen religious, and three Hasinai Indians to explore the Karankawas’ territory (pg 58). They brought trade goods in hopes of winning the trust of these coastal Peoples. Alarcón made contact with a group of eighteen Karankawas. After both parties exchanged goods, the Karankawas told Alarcón the location of the razed Fort Saint-Louis where he took official possession of the bay in the name of the Crown. Alarcón made no further contact with the Karankawas.
There are two known written accounts of Alarcón’s expedition into Texas. Fray Pedro Perez de Mezquía wrote a diary that covers a small portion of the expedition without any mention of Karankawas. Fray Francisco Céliz wrote an exhaustive journal of the expedition, which is attached to this entry. There is no extant record kept by Martín de Alarcón, the expedition leader.
(1) Two local Indians guiding the expedition (perhaps the Pacuache Indians) fled because of their fear of coastal Indians (pg 50).
(2) Two more Indian guides, a Moruame Indian and a Payaya Indian, fled the expedition. Again, likely a fear of conflict with the coastal Indians which demonstrates that these Coahuiltecan-speakers and the Karankawas must have been in a larger conflict (pg 59). The three Hasinai Indians who Talon labeled as being the “ancient enemies” of the Karankawas sometime in the late 1680s, did not abandon the expedition. This is likely because they had closer ties with the Spaniards and Alarcón’s expedition planned to head to Caddo lands after exploring the coast. A similar instance of Hasinai’s occurred in 1690 during Alonso de León’s second expedition into Texas, see Bolton, Spanish Exploration in the Southwest, 384.
(3) Alarcón’s party encounters two Karankawas, who upon seeing the expedition, “threw themselves into the water and crossed the cove by swimming” (pgs 64-65).
(4) Alarcón once again makes contact with Karankawas, this time a group of eighteen: two on the beach and four men, four women, and eight children in a single canoe (pgs 65-66). This impressively sized canoe is significant because past historians have incorrectly labeled Karankawas’ sea-faring vessels as simply being “logs upon which they sprawled on their stomachs and paddled with their hands.” Kathryn Stoner O’Connor, Presidio La Bahía (Austin: Von Boeckmann-Jones Co, 1966), 246.
(5) This group of eighteen Karankawas treats with the Alarcón party (pgs 65-67). Both groups talk peace through sign-language and gifts.
(6) A short distance out of the Karankawas’ land, an uncountable number of Aranama Indians sought to ally with the Spaniards. They asked for a mission to be placed near the razed location of Fort Saint Louis. This tells us that the Aranamas and Karankawas were on good terms as the proposed mission would be on both their lands. Moreover, Aranamas believed by acquiring a mission, they could acquire a somewhat regular stream of trade goods as the Hasinais enjoyed.
Further Reading: William C. Foster, Spanish Expeditions Into Texas (Austin: University of Texas Press, 2000), 127-143. Fritz L. Hoffmann, “The Mezquía Diary of the Alarcon Expedition into Texas, 1718,” The Southwestern Historical Quarterly 41, No. 4 (Apr, 1938): 312-323.
[1829-~1850] Reminiscences of Mrs. Annie Fagan Teal
Author: Annie Fagan Teal (need to write one)
Written in: 1897
Description: At the age of 83, Mrs. T.C. Allan interviewed Annie Fagan Teal, an early settler of Texas. A transcript of this interview has yet to be uncovered (it’s unlikely one exists). Allan edited her conversation with Teal into this piece originally published in a local Victoria magazine called By The Way. This source, then, is far removed from the time in which the events described occurred. And moreover, we are receiving information second-hand. Nevertheless, Teal accurately describes that the first settlers of Texas had multiple positive interactions with Karankawas. This is important because later historians and colonists depicted Karankawas as inherently hostile at the first sign of Whites.
(1) Annie Teal enters Texas in 1829 at the age of 15. Around this time she is welcomed in a near-by Karankawa camp and drank “beer” with these Peoples. By beer, she could plainly mean any sort of alcoholic beverage or perhaps a caffeinated drink that the Karankawas made out of the yaupon leaves. [317, 320]
(2) Cholera broke out among those living in Texas. Without a doubt, it affected Native Peoples. 
(3) Teal is married in 1833 at the age of 19. Invited to her wedding is the Karankawa chief Prudencia. 
(4) Teal describes Karankawas finding work among the early settlers. It also discusses Karankawas drinking whiskey. 
(5) Discusses a custom of Indians of the area sending a young child to the houses of colonists asking for lodging to test the true “friendship” of the colonizers. I have not found any corroboration of this elsewhere. 
(6) Teal says that “Mexican hirelings” killed a Karankawa child and that the Karankawas took revenge by killing six. When militia followed the Karankawas, they turned back when the Karankawa chief Antonique (Antonio) readied to fight them. 
(7) Teal tells that Tonkawas killed eleven Karankawas when the Karankawas planned to attack the De León colony. I have also not found any validation for this story, but that the Karankawas had a conflict with De León is well-known. So too that De León had crafted a strong relationship with the Tonkawa Peoples. [322-323]
Further Reading: Ana Carolina Castillo Crimm, De León: A Tejano Family History (Austin: University of Texas Press, 2003).