It is risky. There are big chances the airline won't allow you to board UVF-MIA... There also are reports of ESTA being automatically canceled after check-in.
If it was me, I would ask the US consulate in St Lucia to issue a C type Visa to you, it will be more convincing for the airline, and it will avoid you some troubles.
There are reports of passengers being denied boarding on international flights even when complying with the TIMATIC notice and local regulations.
So if the restrictions are not lifted before your flight, you will need some solid documents to be allowed to board the UVF-MIA... Entry stamp in St Lucia can prove that you were not in Europe for the past 14 days, but it may not be enough for the airline, that wan't to be sure that you are allowed to enter the US, because as far as I know, there is no international to international transit at US airports, and those transit passengers are considered as entering passengers...
Published 27.05.2020
1. Passengers who have transited or have been in Austria, Belgium, Brazil, China (People's Rep.), Czechia, Denmark, Estonia, Finland, France, Germany, Greece, Hungary, Iceland, Iran, Ireland (Rep.), Italy, Latvia, Liechtenstein, Lithuania, Luxembourg, Malta, Netherlands, Norway, Poland, Portugal, Slovakia, Slovenia, Spain, Sweden, Switzerland or in the United Kingdom (excluding overseas territories outside of Europe), in the past 14 days are not allowed to enter the USA.
-This does not apply to:
- nationals and permanent residents of the USA;
- spouses of nationals and of permanent residents of the USA;
- parents/legal guardians of an unmarried and younger than 21 years national or permanent resident of the USA;
- the unmarried and younger than 21 years brother or sister of a national or permanent resident of the USA, who is unmarried and younger than 21 years;
- the child/foster child/ward of a national or permanent resident of the USA;
- passengers with the following visas: A-1, A-2, C-1, C-1/D, C-2, C-3, D, E-1(as an employee of TECRO or TECO or the employee's immediate family members), G-1, G-2, G-3, G-4, IR-4, IH-4, NATO-1 through NATO-4, or NATO-6 visa;
- members of the U.S. Armed Forces, spouses, and children of members of the U.S. Armed Forces;
- passengers with evidence of traveling at the invitation of the USA government for a purpose related to the containment/mitigation of the Coronavirus (COVID-19);
- passengers with documents issued by the U.S. Department of Homeland Security, U.S. Customs and Border Protection, or U.S. Department of State indicating that the passenger is exempt from the restriction;
- B1 crew crewmembers that are engaged in lightering, Outer Continental Shelf (OCS) activity, wind farm activity, private air/sea crew and other similar crewmember actives.
2. Passengers who have been in one of the countries listed in bullet number 1 in the past 14 days but are exempt from the restriction to enter the USA, must arrive at one of the following airports: Atlanta (ATL), Boston (BOS), Chicago (ORD), Dallas, (DFW), Detroit (DTW), Ft. Lauderdale (FLL), Honolulu (HNL), Housten (IAH), Los Angeles (LAX), Miami (MIA), New York (JFK or EWR), San Francisco (SFO), Seattle (SEA) and Washington (IAD).
3. Passengers who have been in Austria, Belgium, Brazil, China (People's Rep.), Czechia, Denmark, Estonia, Finland, France, Germany, Greece, Hungary, Iceland, Iran, Ireland (Rep.), Italy, Latvia, Liechtenstein, Lithuania, Luxembourg, Malta, Netherlands, Norway, Poland, Portugal, Slovakia, Slovenia, Spain, Sweden, Switzerland or United Kingdom (excluding overseas territories outside of Europe) in the past 14 days but are exempt from the restriction to enter the USA, must self-quarantine for 14 days once they reach their final destination.