Serendipity at Sea, LLC v. Underwriters at Lloyd's of London Subscribing to Policy Number 187581

56 F.4th 1280
CourtCourt of Appeals for the Eleventh Circuit
DecidedJanuary 4, 2023
Docket21-11733
StatusPublished
Cited by12 cases

This text of 56 F.4th 1280 (Serendipity at Sea, LLC v. Underwriters at Lloyd's of London Subscribing to Policy Number 187581) is published on Counsel Stack Legal Research, covering Court of Appeals for the Eleventh Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Serendipity at Sea, LLC v. Underwriters at Lloyd's of London Subscribing to Policy Number 187581, 56 F.4th 1280 (11th Cir. 2023).

Opinion

USCA11 Case: 21-11733 Document: 89-1 Date Filed: 01/04/2023 Page: 1 of 23

[PUBLISH] In the United States Court of Appeals For the Eleventh Circuit

____________________

No. 21-11733 ____________________

SERENDIPITY AT SEA, LLC, Plaintiff-Appellant, versus UNDERWRITERS AT LLOYD'S OF LONDON SUBSCRIBING TO POLICY NUMBER 187581,

Defendant-Appellee,

USI INSURANCE SERVICES, LLC,

Defendant.

____________________ USCA11 Case: 21-11733 Document: 89-1 Date Filed: 01/04/2023 Page: 2 of 23

2 Opinion of the Court 21-11733

Appeal from the United States District Court for the Southern District of Florida D.C. Docket No. 0:20-cv-60520-RAR ____________________

Before WILLIAM PRYOR, Chief Judge, ROSENBAUM, and MARCUS, Circuit Judges. MARCUS, Circuit Judge: This appeal arises out of an insurance dispute involving a yacht, the Serendipity, that was destroyed by Hurricane Dorian, a Category 5 storm, that slammed into Great Abaco Island in the Ba- hamas. Serendipity at Sea, LLC (“Serendipity, LLC”), a holding company created by Mikael Sean Oakley and Jacqueline English (“the Oakleys”) to manage the Serendipity, sued Underwriters at Lloyd’s of London Subscribing to Policy Number 187581 (“Lloyd’s”) for breach of contract after Lloyd’s denied the Oakleys’ insurance claim for the damage Hurricane Dorian caused to the Serendipity. In denying that it had breached the contract, Lloyd’s argued that it was not liable because Serendipity, LLC did not em- ploy a full-time licensed captain in violation of the policy’s Captain Warranty, and that the breach increased the hazard to the yacht because a licensed captain would have operated the vessel back to Florida when Hurricane Dorian formed and was forecast to hit the Bahamas. USCA11 Case: 21-11733 Document: 89-1 Date Filed: 01/04/2023 Page: 3 of 23

21-11733 Opinion of the Court 3

The district court granted summary judgment in favor of Lloyd’s under Federal Rule of Civil Procedure 56(f). It found that the Captain Warranty was unambiguous; that Serendipity, LLC breached the agreement by failing to hire a full-time licensed cap- tain; and that the breach increased the hazard posed to the Seren- dipity based on the purportedly undisputed testimony of Captain Thomas Danti, an expert hired by Lloyd’s. While we agree with the district court’s conclusion that Ser- endipity, LLC breached the Captain Warranty, a disputed question of material fact remains about whether the breach increased the hazard posed to the vessel. Thus, we reverse the district court’s grant of summary judgment in favor of Lloyd’s and remand the case to the district court for further proceedings consistent with this opinion. I. The relevant facts -- for purposes of summary judgment -- are these. The Oakleys own a 61-foot Viking Princess yacht named the Serendipity, which they manage through their holding com- pany, Serendipity, LLC. The Oakleys insured the yacht through a SeaWave Yacht Insurance Policy (the “Policy”). They used an in- surance broker, USI Insurance Services, LLC, to secure the Policy, which was underwritten by Lloyd’s. The Policy contained two warranties: a Captain Warranty and a Crew Warranty. It is the Parties’ disagreement over how to interpret the Captain Warranty that brought them to court. The USCA11 Case: 21-11733 Document: 89-1 Date Filed: 01/04/2023 Page: 4 of 23

4 Opinion of the Court 21-11733

Captain Warranty in effect in 2015 “[w]arranted a full time licensed captain is employed for the maintenance and care of the vessel and is aboard while the vessel is underway. Michael [sic] Sean Oakley is permitted to operate the vessel without the Captain aboard.” The Captain Warranty in effect in each subsequent renewal period (and when the loss occurred) omitted the second line; it only “[w]arranted a full time licensed captain is employed for the maintenance and care of the vessel and is aboard while underway.” A separate provision of the Policy also stated that “[i]t is agreed that the person in charge of and in control of Your Boat while making way or under way shall only be You or others as may be permitted by the terms and conditions of this Contract.” Despite the slight variations of the Captain Warranty, all Parties agree that Oakley was allowed to drive the boat without a captain present. They disagree, however, about what the Captain Warranty required of Serendipity, LLC when the vessel was not underway. As a preview: Serendipity, LLC believed it only needed to have a captain “on call” to assist as needed with the vessel, while Lloyd’s believed that the Policy required Serendipity, LLC to hire a captain to care for the Serendipity “full time.” The Policy also contained a Crew Warranty, but it proved far less controversial. It said only that “[c]overage is provided for [1] full time paid crew.” It is relevant for our purposes because the Oakleys believed that the Captain Warranty was intended to func- tion the same as the Crew Warranty: Oakley said in his deposition USCA11 Case: 21-11733 Document: 89-1 Date Filed: 01/04/2023 Page: 5 of 23

21-11733 Opinion of the Court 5

that he thought the Captain Warranty was intended to protect the Oakleys from liability if Captain Connelly “slipped and fell or hurt” himself. In other words, Oakley understood the warranty as in- tended “to protect any captain that was on board operating the ves- sel,” providing additional coverage like the Crew Warranty did. Because of the Captain Warranty, the Oakleys were re- quired to list a “captain of the vessel” on their insurance applica- tion. And so they listed William Scott Connelly (“Captain Con- nelly”), a family friend. But in addition to being a friend of the Oak- leys, Captain Connelly is also a retired captain. While he used to operate marine vessels as his main profession, since his retirement he no longer “[got] to captain vessels on a regular basis, as [he] once did.” But, as he put it in an affidavit, he was “always available” to help the Oakleys when they needed him. On or about July 27, 2019, Oakley drove the Serendipity from Cape Canaveral, Florida to Great Abaco Island in the Baha- mas. Two friends joined him for the voyage, which took about eleven hours. The month prior, Oakley had made significant and expensive improvements to the Serendipity, to the tune of $100,000 or so. He received a certificate of insurance from their broker, USI, in order to make the repairs, and he told USI about his plan to take the Serendipity to the Bahamas at that time. When the Serendipity arrived in the Bahamas, Oakley and a licensed captain, Captain Trevor Lightbourne, docked the yacht behind a home known as the Pink Paradise. Oakley also updated USCA11 Case: 21-11733 Document: 89-1 Date Filed: 01/04/2023 Page: 6 of 23

6 Opinion of the Court 21-11733

the cameras around the dock to a high-tech brand. Oakley re- turned home to Florida in early August. While he was gone, Cap- tain Lightbourne and another licensed captain, Captain Stanley McIntosh, checked in on the Serendipity. All was well for a few weeks. But on August 23, 2019, a storm started brewing in the Atlantic Ocean. The same day that the storm was announced, Oakley consulted with Captains Light- bourne and McIntosh and determined that the safest place for the Serendipity to weather the storm, which was predicted to hit Cen- tral Florida, was in the Bahamas. Captains Lightbourne and McIn- tosh secured the vessel to the dock, with Oakley directing the prep- aration using the cameras. By August 26, 2019, the storm -- now named Dorian -- was forecast to hit Puerto Rico as a tropical storm. It was a particularly erratic storm, however, and the forecast changed quickly and fre- quently. On August 29, 2019, Dorian was predicted to bypass the Bahamas and hit Central Florida directly.

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Bluebook (online)
56 F.4th 1280, Counsel Stack Legal Research, https://law.counselstack.com/opinion/serendipity-at-sea-llc-v-underwriters-at-lloyds-of-london-subscribing-to-ca11-2023.