Strike on Russian "shadow fleet" tanker: third time in 2 weeks and a very transparent hint from the Kremlin

11.12.2025 1 By Chilli.Pepper

While Moscow talks about "energy trade," Ukrainian naval drones politely remind us: transporting oil for war past the Ukrainian coast is no longer free

The best thing about the state of the Russian "shadow fleet" today is not statistics, but a video: in the Black Sea, a Ukrainian naval drone Sea Baby suddenly appears near the Dashan tanker, and in a few seconds the ship, which was supposed to calmly transport oil to Novorossiysk, turns into a burning scrap metal with "critical damage" to the stern.1 3 4 This is at least the third successful attack by Ukraine on tankers of Russia's "shadow fleet" in less than two weeks - and the signal here is simpler than any diplomatic note: making money on roundabout schemes, fueling the war against Ukraine, is now dangerous not only on land, but also at sea.1 3 6 . At the same time, Moscow indignantly speaks of “encroachments on sovereignty” and “threats to shipping,” while for years driving dozens of ships around the world with their transponders turned off and oil that was supposed to “magically” not be considered sanctioned.2 5 6 .

What happened to the Dashan tanker and why this story is more important than one successful attack

According to sources in the Security Service of Ukraine, Sea Baby naval drones struck the Dashan oil tanker in the Black Sea, within Ukraine's exclusive economic zone, on the night of December 10.1 3 4 The ship was sailing under the flag of the Comoros at full speed with its transponder off and heading for the Russian terminal in Novorossiysk — that is, it combined the classic set of signs of a “respectable trading partner” as seen in the Kremlin.1 3 8 . As a result of the attack, according to the assessment of Ukrainian special services, Dashan received critical damage in the stern area and was effectively disabled; drone footage shows several powerful explosions and thick smoke covering the stern of the vessel1 3 4 .

Ukrainian sources specify that the operation was carried out jointly by the 13th Main Directorate of Military Counterintelligence of the SBU and the Naval Forces of Ukraine, that is, this is no longer a one-time "drone revenge", but a systematic interaction of intelligence, special services and the navy.1 3 10 For Kyiv, Dashan is not just a large tanker, but a fragment of a much broader construct: a Russian “shadow fleet” used to circumvent Western restrictions and continue to fill the war budget with petrodollars.3 8 9 .

What is Russia's "shadow fleet" and why has it suddenly become a target?

The "shadow fleet" refers to hundreds of tankers formally registered under the flags of third countries, often with old hulls and opaque ownership structures, which Russia uses to transport oil and petroleum products, bypassing the sanctions restrictions of the EU, the UK, the US and other states.6 7 9 A significant portion of these vessels have “interesting” habits: turning off their Automatic Identification Systems (AIS), calling at ports with dubious reputations, performing “board-to-board” transshipments on the high seas, and suddenly changing ownership to another little-known company with minimal capital.6 7 9 For Moscow, this is a way to maintain export volumes and finance the war without worrying too much about what Ukraine's allies write in their sanctions documents.6 9 .

Dashan, according to Ukrainian and Western sources, is already included in the sanctions lists of the EU, the UK, Canada, Australia and Switzerland precisely as an element of this scheme.1 8 In fact, we are talking about a ship that "de jure" disguises itself under the Comorian flag, but "de facto" operates on the Novorossiysk route and other Russian ports, where oil is converted into money for the Russian budget and the next missiles at Ukraine.3 8 9 When Ukraine strikes such a tanker, it is not an attack on a "regular commercial vessel," but a fairly direct blow to the logistics of the Kremlin's circumvention schemes.3 6 9 .

Not the first and not the last: how Kairos and Virat were before Dashan

The Dashan story is a continuation of a series of strikes on the Russian "shadow fleet" that Ukraine began in late November: then Sea Baby naval drones hit two tankers at once - Kairos and Virat - near the coast of Turkey, as they were heading to Novorossiysk.2 5 6 Both vessels were described by international media and Ukrainian sources as part of the same sanctions-evasion scheme; one of them caught fire after being hit, the other was later also seriously damaged, and it was later learned that the Kairos was near the Bulgarian coast and in need of assistance.2 5 12 The SBU unofficially confirmed its involvement in these operations, explaining that the goal was to take out of circulation vessels capable of transporting tens of millions of dollars worth of oil and thereby finance Russian aggression.2 5 11 .

After the strikes on Kairos and Virat, as well as previous "mysterious explosions" on ships carrying Russian oil, analysts began talking about a new stage in Ukraine's maritime campaign - a transition from targeted strikes on oil terminals to systemic pressure on export transport infrastructure.2 6 9 Now, after Dashan, the picture is even clearer: Ukraine is consistently showing that the “shadow fleet” is no longer “invisible” and cannot count on the flag of an exotic jurisdiction turning it into a “neutral observer.”3 6 9 .

How Sea Baby works: a weapon that Moscow still tries to call a "terrorist toy"

Sea Baby naval drones, according to open sources, were created by the SBU in cooperation with Ukrainian engineering teams as remotely controlled strike platforms, capable of traveling tens and hundreds of kilometers over water and delivering explosives to the hull of ships or to coastal facilities.1 10 11 They have already been used to strike the Crimean bridge, Black Sea Fleet ships and infrastructure in Russian ports, and now — on tankers of the “shadow fleet”, which Moscow has to rescue amid angry statements about the “threat to freedom of navigation”.2 6 11 According to estimates by specialized publications, modernized versions of the Sea Baby can have a range of up to about 1500 kilometers and carry a warhead weighing up to almost a ton, making them one of Ukraine's most dangerous tools at sea.10 11 .

Footage published by Ukrainian and Western media shows a typical picture of such operations: a drone approaches the side or stern of a ship at high speed, then the video cuts off - and other angles capture a series of explosions, flames, and smoke above the water.1 3 4 For the Russian information field, this is a separate trauma: they have to simultaneously tell that “Ukrainian drones can’t do anything” and explain why another tanker suddenly “lost its course” and is now a “victim of irresponsible escalation.”2 5 6 .

Moscow and Turkey's reaction: "threat to shipping" and sudden concern for ecology

After the strikes on the Kairos and Virat, Kremlin spokesman Dmitry Peskov called the attacks on the tankers a “blatant incident” and “an encroachment on Turkey’s sovereignty,” even though the vessels themselves were flying third flags and transporting Russian oil with all the typical “shady” signs.2 5 6 . Turkish authorities said at the time that the attacks posed a “serious threat to shipping, life, property and environmental security in the region” — and that is certainly true; the only caveat is that the tacit acceptance of a “shadow fleet” in the same region poses no less of a threat.2 5 6 Putin responded by traditionally threatening to “cut Ukraine off from the sea” and hinting at possible actions against ships of Kyiv’s allies, once again demonstrating that the Kremlin is interested in the ecology and safety of sea routes, as long as its export balance does not suffer.2 9 .

In the case of Dashan, the Russian reaction is so far limited to a standard set of statements about "terrorist activity in Ukraine" and "destabilization of the Black Sea", while Western agencies are recording much less emotional but more telling facts: the third strike on tankers in two weeks, critical damage to the vessel and growing risks to Russia's scheme to circumvent oil sanctions.3 6 9 For Moscow, Dashan is not just another tanker, but another wake-up call that its “invisible” fleet is no longer as invisible as it would like.3 6 9 .

The economics of shocks: how much does a ruined flight cost and why this math is beneficial to Ukraine

Energy market analysts estimate that one large tanker in the “shadow fleet” can transport tens of millions of dollars worth of oil or petroleum products, and the overall chain — from insurance to intermediary services — creates an entire ecosystem interested in ensuring that sanctions remain leaky.2 6 9 When Sea Baby drones disable a tanker like the Dashan or force the Kairos and Virat to stop sailing, it’s not just about the cost of the ship’s hull, but also about broken contracts, rising insurance premiums, potential inspections by regulatory agencies, and unwanted questions for the states whose flags these ships fly.2 6 11 One successful attack creates a cascade of costs and risks that far exceed Ukraine's costs of producing and deploying several naval drones.3 6 10 .

This asymmetry is actually a mirror of how Russia has been trying for years to exhaust Ukrainian air defense with cheap Shaheds, forcing them to launch expensive missiles at them: now Ukraine is playing on the Kremlin's economic field, forcing it to pay significantly more for each flight of the "shadow fleet"6 9 11 If the trend continues, insurance companies and port authorities will increasingly look at vessels with Russian routes and “darkened” profiles, which will further increase the cost of such shipments or make them toxic for the market altogether.6 9 11 .

Legal and political nuances: where “trade” ends and participation in war begins

The key argument of critics of tanker strikes is the risks to international law and freedom of navigation in the Black Sea, especially given the presence of vessels flying the flags of third countries.2 5 7 However, in the Dashan case, the Ukrainian side insists on several fundamental points: the strike was carried out in Ukraine's exclusive economic zone, on a vessel included in the sanctions lists of several Western states, which was moving with its transponder turned off to a Russian oil terminal in the aggressor country.1 3 8 In other words, this is not a neutral tanker with humanitarian cargo, but a very specific element of the Russian military economy, which turned out to be closer to the Ukrainian shores than was safe for it.3 6 9 .

For international partners, this raises an uncomfortable but inevitable question: if a ship under the flag of a third country systematically operates under a sanctions-evading scheme and feeds the aggressor's budget, can it continue to enjoy all the benefits of a "neutral" status?6 7 11 ? So far, most Western governments have limited themselves to restrained formulations, but increased attention to the “shadow fleet” is already visible in the growing number of investigations, new sanctions initiatives and publications in influential media about the real role of these vessels in Russia’s war against Ukraine.6 9 11 .

Strategic signal: The Black Sea as a risk zone for Russian exports

The attack on Dashan logically fits into Kyiv's broader strategy: the gradual transformation of the Black Sea into a space where Russian military and energy infrastructure can no longer feel safe.3 6 9 Over the past year, Ukraine has repeatedly struck oil terminals in Tuapse and Novorossiysk, ships of the Black Sea Fleet, and military facilities in Crimea, forcing Russia to pull some of its capabilities further away from the line of contact.6 9 10 Now, this is being compounded by systemic pressure on the tankers of the “shadow fleet,” which previously could count on diplomatic notes and economic sanctions at most, but not on precise hits from naval drones.3 6 9 .

For Ukraine, this is an opportunity not only to reduce the revenue part of the Russian budget, but also to increase its own role in the maritime security system of the region: to show that the Black Sea routes are no longer a one-way route for Russian exports and blackmail.6 9 11 This is also a signal for NATO and partner states: either they will take a more active approach to tracking and restricting the “shadow fleet” using diplomatic and economic methods, or Ukrainian naval drones will continue to do this work for them — less delicately, but much more effectively.6 9 11 .

What's next: Will the strikes stop fears of "escalation"?

Each new strike on a tanker inevitably sparks a wave of talk about the risk of "escalation at sea," especially given that some of the routes pass near Turkey, Bulgaria, and other NATO member states.2 5 7 . However, the main escalation so far is that Russia continues to pump oil through the area where it is itself waging a full-scale war, and considers it normal to keep Ukrainian infrastructure under attack, while simultaneously resenting any response.2 5 9 If Kyiv continues to demonstrate that vessels operating for the Russian military economy within the Ukrainian economic zone are legitimate targets, this could not only change shipping practices but also push partners towards tougher decisions on insurance, port access, and secondary sanctions.6 9 11 .

In practice, this means that Dashan is unlikely to be the last tanker to face Sea Baby if Russia continues to use the “shadow fleet” as a fuel artery for its war.3 6 9 And although Moscow can continue to talk about Kyiv's "irresponsible behavior" for a long time, in their own offices they will have to calculate very carefully: how many flights of the "shadow fleet" they are willing to lose before the price of circumventing sanctions becomes higher than the potential profit6 9 .

Sources

  1. Meduza: "Ukraine announced that they attacked a tanker of the Russian "shadow fleet" in the Black Sea"
  2. Meduza, BBC, Reuters: materials on the previous attacks on the tankers Kairos and Virat and initial assessments of the escalation in the Black Sea
  3. UNN, Interfax-Ukraine, Kyiv Independent: reports from SBU sources about the strike on the Dashan tanker, its route to Novorossiysk and the nature of the damage
  4. CNN: Video and description of the moment Dashan was hit by Sea Baby naval drones
  5. CNN, Turkish official reports, Reuters: Ankara and Kremlin statements on threats to shipping and ecology after tanker attacks
  6. Reuters, Bloomberg, Lloyd's List: analysis of Russia's "shadow fleet" and assessments of recent attacks on tankers in the Black Sea
  7. BBC, international media on maritime security: assessments of the role of the "shadow fleet" in oil sanctions circumvention schemes
  8. European media and sanctions registers of the EU, Britain, Canada, Australia, Switzerland: data on the inclusion of Dashan and other vessels on the lists for participation in the export of Russian oil
  9. Analytical materials from Western think tanks on the impact of attacks on the "shadow fleet" on Russian energy exports
  10. Defence UA, other specialized publications: background information on Sea Baby naval drones and their participation in operations against the Russian Black Sea Fleet
  11. International marine insurance press (Lloyd's, industry publications): Risk assessment for Russian oil-related vessels following attacks on the "shadow fleet"

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