diff --git a/spring-context/src/test/java/org/springframework/cache/annotation/ReactiveCachingTests.java b/spring-context/src/test/java/org/springframework/cache/annotation/ReactiveCachingTests.java
index 0ba7898253c..8e5a1979e35 100644
--- a/spring-context/src/test/java/org/springframework/cache/annotation/ReactiveCachingTests.java
+++ b/spring-context/src/test/java/org/springframework/cache/annotation/ReactiveCachingTests.java
@@ -16,10 +16,12 @@
 
 package org.springframework.cache.annotation;
 
+import java.time.Duration;
 import java.util.List;
 import java.util.concurrent.CompletableFuture;
 import java.util.concurrent.CompletionException;
 import java.util.concurrent.atomic.AtomicBoolean;
+import java.util.concurrent.atomic.AtomicInteger;
 import java.util.concurrent.atomic.AtomicLong;
 import java.util.function.Supplier;
 
@@ -31,6 +33,7 @@ import reactor.core.publisher.Flux;
 import reactor.core.publisher.Mono;
 import reactor.test.StepVerifier;
 
+import org.springframework.aop.framework.AopProxyUtils;
 import org.springframework.cache.Cache;
 import org.springframework.cache.CacheManager;
 import org.springframework.cache.concurrent.ConcurrentMapCache;
@@ -255,6 +258,62 @@ class ReactiveCachingTests {
 				.verify();
 	}
 
+	@Test  // gh-37403
+	void cacheableFluxCanBeResubscribedAfterError() {
+		AnnotationConfigApplicationContext ctx = new AnnotationConfigApplicationContext(
+				EarlyCacheHitDeterminationConfig.class, ReactiveResubscriptionService.class);
+		ReactiveResubscriptionService service = ctx.getBean(ReactiveResubscriptionService.class);
+		ReactiveResubscriptionService target =
+				(ReactiveResubscriptionService) AopProxyUtils.getSingletonTarget(service);
+
+		// The 1st subscription fails and the 2nd subscription (retry) succeeds.
+		StepVerifier.create(service.cacheable("key").retry(1))
+				.expectNext("a", "b")
+				.expectComplete()
+				.verify(Duration.ofSeconds(1));
+
+		assertThat(target.cacheableSubscriptions).hasValue(2);
+		assertThat(ctx.getBean(CacheManager.class).getCache("first").get("key").get())
+				.isEqualTo(List.of("a", "b"));
+	}
+
+	@Test  // gh-37403
+	void cachePutFluxCanBeResubscribedAfterError() {
+		AnnotationConfigApplicationContext ctx = new AnnotationConfigApplicationContext(
+				EarlyCacheHitDeterminationConfig.class, ReactiveResubscriptionService.class);
+		ReactiveResubscriptionService service = ctx.getBean(ReactiveResubscriptionService.class);
+		ReactiveResubscriptionService target =
+				(ReactiveResubscriptionService) AopProxyUtils.getSingletonTarget(service);
+
+		StepVerifier.create(service.cachePut("key").retry(1))
+				.expectNext("a", "b")
+				.expectComplete()
+				.verify(Duration.ofSeconds(1));
+
+		assertThat(target.cachePutSubscriptions).hasValue(2);
+		assertThat(ctx.getBean(CacheManager.class).getCache("first").get("key").get())
+				.isEqualTo(List.of("a", "b"));
+	}
+
+	@Test  // gh-37403
+	void cacheEvictFluxCanBeResubscribedAfterError() {
+		AnnotationConfigApplicationContext ctx = new AnnotationConfigApplicationContext(
+				EarlyCacheHitDeterminationConfig.class, ReactiveResubscriptionService.class);
+		ReactiveResubscriptionService service = ctx.getBean(ReactiveResubscriptionService.class);
+		ReactiveResubscriptionService target =
+				(ReactiveResubscriptionService) AopProxyUtils.getSingletonTarget(service);
+		Cache cache = ctx.getBean(CacheManager.class).getCache("first");
+		cache.put("key", List.of("a", "b"));
+
+		StepVerifier.create(service.cacheEvict("key").retry(1))
+				.expectNext("a", "b")
+				.expectComplete()
+				.verify(Duration.ofSeconds(1));
+
+		assertThat(target.cacheEvictSubscriptions).hasValue(2);
+		assertThat(cache.get("key")).isNull();
+	}
+
 
 	@CacheConfig("first")
 	static class ReactiveCacheableService {
@@ -374,6 +433,38 @@ class ReactiveCachingTests {
 	}
 
 
+	@CacheConfig("first")
+	static class ReactiveResubscriptionService {
+
+		final AtomicInteger cacheableSubscriptions = new AtomicInteger();
+
+		final AtomicInteger cachePutSubscriptions = new AtomicInteger();
+
+		final AtomicInteger cacheEvictSubscriptions = new AtomicInteger();
+
+		@Cacheable
+		Flux<String> cacheable(String key) {
+			return failOnFirstSubscription(this.cacheableSubscriptions);
+		}
+
+		@CachePut
+		Flux<String> cachePut(String key) {
+			return failOnFirstSubscription(this.cachePutSubscriptions);
+		}
+
+		@CacheEvict
+		Flux<String> cacheEvict(String key) {
+			return failOnFirstSubscription(this.cacheEvictSubscriptions);
+		}
+
+		private static Flux<String> failOnFirstSubscription(AtomicInteger subscriptions) {
+			return Flux.defer(() -> (subscriptions.incrementAndGet() == 1 ?
+					Flux.error(new IllegalStateException("1st subscription fails")) :
+					Flux.just("a", "b")));
+		}
+	}
+
+
 	@Configuration(proxyBeanMethods = false)
 	@EnableCaching
 	static class EarlyCacheHitDeterminationConfig {
diff --git a/spring-context/src/test/java/org/springframework/resilience/ReactiveRetryInterceptorTests.java b/spring-context/src/test/java/org/springframework/resilience/ReactiveRetryInterceptorTests.java
index e4e7a8140d0..41f3ec86baf 100644
--- a/spring-context/src/test/java/org/springframework/resilience/ReactiveRetryInterceptorTests.java
+++ b/spring-context/src/test/java/org/springframework/resilience/ReactiveRetryInterceptorTests.java
@@ -208,7 +208,7 @@ class ReactiveRetryInterceptorTests {
 		CacheableAnnotatedBean target = (CacheableAnnotatedBean) AopProxyUtils.getSingletonTarget(proxy);
 
 		// Simulates a failure on the 1st subscription to the target Flux.
-		List<String> result = proxy.retryOperation().collectList().block(Duration.ofSeconds(5));
+		List<String> result = proxy.retryOperation().collectList().block(Duration.ofSeconds(1));
 		assertThat(result).containsExactly("a", "b");
 		// Subscribed twice: the 2nd attempt re-subscribed to the Flux returned from
 		// the cache interceptor and reached the target Flux again instead of hanging.
@@ -232,7 +232,7 @@ class ReactiveRetryInterceptorTests {
 		cache.put(SimpleKey.EMPTY, List.of("a", "b"));
 
 		// Simulates a failure on the 1st subscription to the target Flux.
-		List<String> result = proxy.retryOperation().collectList().block(Duration.ofSeconds(5));
+		List<String> result = proxy.retryOperation().collectList().block(Duration.ofSeconds(1));
 		assertThat(result).containsExactly("a", "b");
 		// Subscribed twice: the 2nd attempt re-subscribed to the Flux returned from
 		// the cache interceptor and reached the target Flux again instead of hanging.